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STUDY CODE: KOI-1802 ReceiptNo. T96-2481 Report No. T-4637 FINAL REPORT BACTERLAL REVERSE MUTANON OF TEST September, 1996 letaResearchLaboratories CherticalBiotestinCgenter ChemicalsInspection& TestingInstitute Japan 14 07 OUALITY ASSURANCE STATENM'NT Hft Research LaboratoriesC,henucal Biotatmg Center Chmucals Inspection& Testmg b=tate, Japan SR=or: SUMITOMO 3M LIMHED- Title: Bacteriar]eversemutationtestof r-1 Study c4Dde: KOI-1802 I'hisreportwas auditedby the QualityAssurance Sectim. 1, the undersignedh,ereby declarethatthisreportreflects the originalJapanesereport. (Date) jo SectionCluef,QualityAssurance (Signature) r7 KeijiShiraishiB,.S. KOI-1802 L theundersignedh,erebydeclarethattMs reportprovides a correctEnglishtranslatioofntheFinalReport. (StudycodeNo. KOI-1802 issuedon September25, 1996) (date) 7, IFY 7 (sign re) J-43& t/ &4v@@ Shozo Ogura letaResearchLaboratories ChemicalBiotestinCgenter ChemicalsInspectio&n TestingInstitutJea,pan KOI-1802 GLP STATEN&-NT IfitaResearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan S12onsor: Title: StudyCode No.: SUMITOMO 3M LMTED Bacteriarleversemutationtestof 'r-1 K01-1802 I,the undersigned,hereby declarethatthisstudywas conducted in complianceswith "Standardsto be observedby TestingInstitutiofnosrToxicityInvestigation(sJ"apa:Ws MOL, No.76, September1, 1988). Management: Signed inorisdnal SifigetakYaamane, Ph. D. September 25, 1996 GLP STATENM'NT IfitRaesearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan Sponsor: Title: Study Code No.: SUMITOMO 3M LDAITED Bacteriarleversemutationtestof r-l KOI-1802 I,the undersignedh,ereby declarethatthisstudywas conducted in complianceswith "Standardsto be observedby TestingInstitutiofnosrToxicityInvestigations("Japan!s MOL, No.76, September1,1988). Thiswas reissuedbecauseofthe finalreportamendment. Management: Signedinoriginal ShigetakaYamane, Ph. D. November 27, 1996 KOI-1802 QILALITY ASSURANCE STATEMENT FfitRaesearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan SRonsor: Title: Study Code No.: SUMITOMO 3M LDAITED Bacteriarleversemutationtestof 'r-I KOI-1802 Thisstudywas auditedby the QualityAssurance Sectionand the studyprocedureswere inspectedon thefollowingdates. Dates ofInspections Dates ofReportsto Dates ofReportsto and Audits Study Director Management August 15, 1996 August 15,1996 August 15,1996 September 20, 1996 September 24, 1996 September 24, 1996 September 25, 1996 September 25, 1996 September 25, 1996 L the undersignedh,erebydeclarethatthisreportprovidesan accuratedescripfioonf the methods and proceduresused inthisstudyand thatthe reportedresultsaccuratelyreflect theraw dataobtained. SectionChiet QualityAssurance: Signedinoriginal KeijiShiraishBi.,S. September 25, 1996 OUALITY ASSURANCE STATEMENT I-IitRaesearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan S12onsor: Title: Study Code No.: SLTNffTOMO 3M LRvtnED Bacteriarleversemutationtestof T'-l KOI-1802 Thisstudywas auditedby theQualityAssuranceSectionon thefollowingdates. Auditor Kumiko Matsui Date ofAudit November 27, 1996 Date of Reportto Study Director November 27, 1996 Date ofReport to Management November 27, 1996 This statementwas added to the QualityAssurance Statementissuedon September 25, 1996. SectionChief,QualityAssurance: Sip-nedinoriainal KeijiShiraisKB.S. November 27, 1996 KOI-1802 Study code: K01-1802 Test substancecode: BR3272 Sponsor code: S-030 TITLE Bacteriarleversemutationtestof 'r-I SPONSOR SUMITOMO 3M LRvffIED 8-8,Mnanii-Hashimoto 3-chome Sagamihara-shiK,anagawa, 229 Japan TESTINGFAC]L= letaResearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan 822,3-chome, Ishii-machil,eta,Oita 977, Japan PURPOSE OF STUDY The purposeof thisstudywas to determinethe mutagenicpotentiaolf the test substancuesingSalmonellatyphimuriumand Escherichicaoli. TESTINGNIETHOD Thisstudywas conductedinaccordancewith thefollowingguidelines":Standardsfor ToxicityInvesdgatiori(eJ'apan'sMOL, No.77, September 1,1998). GLP CONDLLANCE This studywas carriedout in compliancewith the followingGLP requirement: "Standardsto be observedby TestingInstitutiofnosr ToxicityInvestigations" (Japan'sMOL, No.76, September 1,19.99). PERIOD OF STUDY Commencement of test: Dose findingtest: Completionof observation: Presentatioonf finarleport: August 21, 1996 September 10, 1996 September 17, 1996 September 25, 1996 KOI-1802 LOCATION AND PERIOD FOR RETENTION OF RAW DATA Data and.testsubstanceareretainedin the archivesand the testsubstancestorage room of letaResearchLaboratoriesfor10 yearsfollowingthedateof thenotification specifieudnderItem I of Articl5e7-2 ofIndustriaSlafety& HealthLaw, respectively. Afterterminatioonf the retentiopneriod,any measurestaken aredone so with the approvalofthe sponsor. PERSON CONCERNED StudyDirector: WITH STUDY Signed inorigiiw- September 25, 1996 Shozo Ogura IfitaResearchLaboratories MutagenicitySection Study Staff. Person inchargeof Storage: Tsunehiko Inai,B.S. ShizukaKouda ANY UNEXPECTED SITUATIONS AND DEVIATIONS FROM PROTOCOL There were no unexpectedsituationasnd deviafionfsrom protocolwhich might have affectedthetestresults. KOI-1802 CONTENTS SLTN4N4ARY ............................I........... MAT'ERIALS AND METHODS 1.TEST SUBSTANCE AND POSITIVE 2.BACTERIAL STRAINS 3.NIEDIUM AND S9 N4IX 4.PRE-CULTURES CONTROLS ...............2... ...........................4............ ...........................5............ ...........................6............ 5.PREPARATION CONTROLS 6.METHODS OF TEST SUBSTANCE AND POSNIVE ....i.........................7......... ............................7 ........... 7.NUCROSCOPIC OBSERVATION AND COLONY COUNTING ...... 8 8.EI=RETATION OF RESULTS ............................9 ........... RESULTS ............................9 ........... CONCLUSION ............................10........... REFERENCES ............................10........... APPENDIX TABLES AND FIGURES ..........................1.-6............ KOI-1802 SUN04ARY The reversemutationtestof 'r-I was performedon Salmonellatyphimuriumstrains TAIOO, TA1535, TA98, TA1537 andFscheilchiacolistraiWnP2 uvra usingthepreincubatiomnethod withand withoutmetabolicactivation. The resultshowed thatthenumbersoftheirrevertanctoloniesforallstrainisngroups which were treatedwith thetestsubstancewere lessthantwicethatof each negative controlw,ithandwithoutS9 Mx. The numbers oftherevertanctolonieisnthenegativecontroland thepositivceontrols were withinthebackgrounddatainour laboratories. Based upon theaboveresults',r-Iwas judgedto have no reversemutagericpotential underthepresenttestconditions. KOI-1802 MATERLALS AND METHODS TEST SUBSTANCE AND POSITIVE CONTROLS I Testsubstance04ormation providedby thesponsor) 1) Name Reactionproductsof perfluorodimethylcyclohexylsulfolnuyolride, perfluoroakl(C=0-2) cyclohexylsulfonfylluoridep,otassiumcarbonateand suffiniaccid Othername: T'-l CAS No.:67584-42-3(themain component A(ii7-2)) 2) Lot No. 293 3) Supplier SUMITOMO 3M LMTED 4) Structuraflormulaorrationaflormula(Outlineof manufacturingmethod, in case bothwere unknown) A CnF2n+ 1,@@@S03K (n=0-2) 76% B CF3 F S03K CF3 C Cn-12mi-lSO3K (riy=8) D K2SO4 Odiers (molecularformula 5) Purity 100 W/WO/O 6) Impurities 20% 3% 0.4% 0.6% 7) Physicocheniicaplroperties Appearanceatordinarytemperature: wlitepowder Molecularweight: about 500 -2- KOI-1802 Stability: stable Meltingpoint: Boilingpoint: Vapor pressure: Partitiocnoefficient: Solubifity: Degree of solubility: Water: -:5o.i% DMSO: 5 w/vO/o* Acetone: about 5% Others: methanol about 5% Examined inour laboratories 8) Storageconditions room temperature 9) Careon handling Gloves,a nmsk, a head cap and a tabcoat were wom when handling. 1.2 Positivceontrols 1) 2-(2-Furyl)-3-(5-nitro-2-fiiryl)aAcFr-y2l)aniide Manufacturer: Wako Pure ChemicalIndustriesL,td. Lot No.-. LEN0571 Properties: reddish-orangcerystallipnoewder Purity: 99.5% Grade: specialgrade 2) Sodiumazide (NaN3) Manufacturer: Wako Pure Chemical IndustriesL,td. Lot No.: DLP2438 Properties: whitecrystalline Purity: 99.4% Grade: specialgrade 3) 2-Metho)cy-6-chloro-9-[3-(2-chloroethyl)-aminopropylaniino2]HaCcIridine'- (ICR-191) Manufacturer: PolysciencesI,nc. Lot No.: 412795 Properties: yellowcrystallipnoewder Purity: Grade: -3 - K01-1802 4) 2-Aniinoanthracen(e2AA) Manufacturer: Wako Pure Chemical IndustriesL,td. Lot No.: DLP,7869 Properties: yeflowish-green-brownpowder Purity: Grade: 95.7% - 5) Storageconditions A cold and dark place 6) Care on handling Gloves,a mask a head cap and a labcoat were wom when handling. 2. BACTERL4L SIRAINS 2.1 Strainsselected Salmonella typhimurium strainsTAIOO, TA98, TA1535 and TA1537 were obtainedfrom Dr. B.N. Ames, Universityof CaliforniaU,.S.A- on June 20, 1990. A Escherichia coli strain WP2 Laboratorieso,n April6, 1995. uvra was obtained from Japan Bioassay S.typhimurium strainTsAI 00, TAl 535 and E. colistrainWP2 uvra were used for the detectionof base-pairsubstitutionmutatioi@while S. I)phimurium strains TA98 and TAI 537 forthedetectionof frameshiftmutation. 2.2 Storage The teststrainswere storedas frozen stock cultures(0.045 ml of dimethyl sulfoxid(eDMSO)*/0.5 rd of brothculture)at-80'C (ultra-deefpreezerMDF291, Sanyo). *Purity 2; 99.0%, Lot No..CF103, Dojindo Laboratories -4- KOI-1802 2.3 Characterizationf thestrains 1) Characteristiocfsthestrains Mutationon Strains synthesiosf amino acid Mutationon excision repair Membrane R-factor mutation (pKM 101) (LPS) Salmonellta>phimurium TA1535 hisG46 TA1537 hisC3076 TA98 hisD3052 TAIOO hisG46 Escherichiacoli WP2 uvra trp LuvrB LuvrB LuvrB LuvrB AuvrA rfa r.fa rfa + r.fa + + The amino acidrequirementforgrowth was demonstratedby usinghistidinfeor S. t)phimiaiumstrainsand tryptophanforF- colistrain.The presenceof R- factorm,embrane mutationand mutationon theabilittyo repairDNA lesionswere conflrmedby ampiciuinresistances,ensitivittoycrystavlioletand LTV sensitivity, respectively. 2) Dateofcharacterization Salmonellatyphimurium TA1535 July18, 1996 TA1537 June 7, 1996 TA98 June 7, 1996 TAIOO March 6, 1996 Escherichiacoli WP2 uvra April18, 1996 3. M[EDILTM AND S9 NFIX 3.1 Medium 1) Minimalglucoseagarplate(preparedinourLaboratories) The medium was preparedas follows,and poured 30 ml intoa petridish. Components Amount includedinone htre 20 x Vogel-BonnerE 50 ml 40 w/v/o Glucose 50 rnl Agar 15 g (1)Agar: Bacto-Agar(LotNo. 84707AJA, DifcoLaboratories) (2)Manufacturingdate: dose findingteston August 29, 1996 main teston September 5, 1996 -5 - KOI-1802 2) Softagar The solutioncontaining0.5 mM histidinaend 0.5 mM biotinforS. typhimurium strainsor 0.5 niM tryptophanf.or E. coli strainwas added to the soft agar solutioncontaining0.6 w/vO/oagar (Bacto-Agar,Lot No. 71892AJB, Difco Laboratoriesa)nd 0.5 w/vO/oNaCl ina ratioof I : 10. 3.2 S9 Mx 1) RatEverS9 (KikkomanCo.,Ltd.) Inductionmethod: SD male rats,7-week-old(203-254g),were intraperitoneaaldlmyinistratepdhenobarbita(l30 mg/kg x Itime,60 mg/kg x 3 times)and 5,6-benzoflavone (80mg/kg x I time). Lot No.: RAA-350 (manufacturedon Au gust23, 1996, purchasedon September 4, 1996) Storage: -80*C (ultra-deefpreezerMDF-29 1,Sanyo) 2) CofactorforS9 Mx (OrientaYleastIndustrieLst,d.) Lot No.: 999601 Storage: -20*C (bio-freezGeSr-2603, Nippon FreezerLtd.) 3) Compositionof S9 Mx One ml ofS9 l@& contained8 JIMOI MgC12, 33 pmol KCI, 5 pmol G-6-P,4 gmol NADPI-L 4pmol NADK 100 pmol of 0.2M sodium-phosphatbeuffer(pH 7.4) and 0.1 ml S9. 4. PRE-CULTURES From the stockcultures2,0 plof bacteriasluspensionwas inoculatetdo L-tube containin1g0 rnlnutrienbtrothNo.2 (Lot No. 194 56443,OXOD:) Ltd.),the bacteriaclulturewas incubatedat37 ::0L.5*C for8 h with shakingat50 timestniin by theMonod shaker(MONOSIN- B A, TaitecCo.,Ltd.) The viablecellcounts calculatefdrom the valueswhich were determinedat660 mn by spectrophotometry (Novaspec,LKB Japan)attheend ofincubationareshown below. No. of Dose viableccfls findingtest (x109/ml) Main test TAIOO 1.9 1.9 TA1535 WP2 uvra TA98 2.2 3.4 2.4 2.1 3.6 2.3 TA1537 2.1 2.0 -6- KOI-1802 5. PREPAPATION OF TEST SU13STANCE AND POSITIVE CONTROLS 5.1 Testsubstance 1) Preparation The testsubstancewas dissolvedinDMSO (LotNo. CF103) to make 5 w/v*/o concentratioannd dilutedwith the same solventto give appropriate concentrations. 2) Stabilitoyfthetestsolution No denaturatioonf the testsolutionwas observedto a colorand exothermic reactionuntil2 hoursafterpreparation. 3) Preparationtime Preparedimmediatelybeforeuse and used within0.5 h atroom temperature. 5.2 Positivceontrols 1) Preparation NaN3 was dissolvedin distillweadter (Distillewdater forinjectionL,ot No. K6B74, Otsuka PharmaceuticaFlactory). AF-2, ICR-191 and '2AA were dissolveidnDMSO (LotNo. CD069). 2) Preparationtimeand storagecondition Preparedon every3 months and storedat -80'C (ultra-deefpreezeMrDF-291, Sanyo). 6. NMTHODS The testwas carriedout for S. typhimurium strainsTA1535, TA1537, TA98, TAIOO and aE colistraiWnP2 uvra usingthepre-incubatiomnethod both with and withoutmetabolicactivatiosnystem. The platingwas done intriplicaftoer the negativecontroland induplicatfeorthetestsubstanceand positivecontrols. 6.1 Procedures After0.1 rnlof the testsubstancesolution0,.5 ml of 0.1 M sodium phosphate buffer(pH 7.4)orS9 W and 0.1 ml ofthebacteriaclulturewere added to a tube, themixtureswere incubatedfor20 min at37 0.5C. Two nd of the softagar was thenadded to each tube and poured onto a minimal glucoseagarplate. Afterincubatiofnor48 h at 37 :L0.5C, the number of revertanctolonieswere counted. -7- KOI-1802 As the steriliteyst,each 0.1 ml of each bacteriasluspension,testsubstance solutionS,9 Nfixor 0.1 M sodium phosphatebuffer(pH 7.4)were smeared on a mkAnW glucoseagar plateand incubatedat 37 0.5C for 48 h, and then checkedthebacteriaclontamination.DMSO was used as a negativecontrol,and thefollowingpositivecontrolswere used foreach bacteriasltrains. S9 Nfix S9 Nfix TAIOO AF-2 0.01 2AA 1 TA1535 NaN3 0.5 2AA 2 WP2 uvra AF-2 0.01 2AA 10 TA99 AF-2 0.1 2AA 0.5 TA1537 ICR-191 1 2AA 2 (gg/plate) 6.2 Dose selection 1) Dose findingtest The testwas carriedout atthe highestdose of 5,000 gg/plateand 6 doses of 1,000, 500, 100, 50, 10 and 5 gg/plate.As a result,growth inhibition observedatdosesof more the 1,000gg/platfeorS.typhimuriumstrainTsAIOO, TA1535, TA1537 and E. colistrainWP2 uvra and 5,000 gg/platefor S. typhimuriumstraiTnA98 withoutS9 Nfix. Growth inhibitionbservedatdose of5,000 iLg/plaftoerS. typhimuriumstrains TAIOO, TA1535, TA1537 and E. coliWP2 uvra withS9 Mix. 2) Main test Based on the resultsof the dose findingtest,a main testwith S9 NEx was performedatthehighestdose of 5,000 gg/plateand 5 lower doses dilutedwith a geometricprogressioonf 2. Without S9 W a maximum dose was decided 1,250gg/platienthecaseof S. "himurium stranis TAIOO, TA1535, TA1537 and E. colistrainWP2 uvra and.5,000 gg/plateinthe caseof S. typhimurium strainTA98 and 5 lower doseswere decidedineachbacteriasltrainby dilution witha geometricprogressionof 2. 7. NUCROSCOPIC OBSERVATION AND COLONY COLTNTING 7.1 Mcroscopic observation The stateofrevertanctolonies(sizeand number of colonies)d,epositionof thetest substanceand the growth inhibitiownere examined witha stereomicroscope. -8- KOI-1802 7.2 Colony counting The number of colonieswere countedwitha manual counteror a colony analyzer (CA-9, Toyo-sokldCo.,Ltd). Correctionforcountingerrorswas made for measurementswith the colony analyzer.Each platewas measured threetimes, and the averageof thesethreemeasurements was adopted as the number of revertanctolonieson theplate. The averageforeach dose was calculatefdrom thevaluesof theplatesused. Decimalsof theaveragefigureswere rounded off. 8. E4TERPRETATION OF RESULTS The testsubstancewas judged to be positivew,hen the number of revertant colonieswas twiceor more of thenegativecontroland thedose-relationshainpd thereproducibiliwteyre obtained. Any statisticparlocedureswere notused. RESULTS The numbers oftheirrevertanctoloniesforallstrainisngroupswhich were treatedwith thetestsubstancewere lessthantwicethatof each negativecontrolwith and without S9 mx. The growth inhibitiownas observedat more than 1,000 Ag/platein S. typhimurium strainTsAI 00,TAI 535,TAI 537 andE. colistraiWnP2 uvra and at5,000;Lg/platienS. ophimurium straiTnA98 withoutS9 Nfix. The growth inhibitiwoans noted at 5,000 jig/platienS. typhimuriumstrainsTAIOO, TA1535, TA1537 andE. colistraiWnP2 uvr,4withS9-Mx. The positivceontrolsshowed thedistincitncreaseof revertantcoloniesa,nd the positive controlsand the negativecontrolwere withina range of the background datain our laboratories. There were no fluctuationwshich affectedthe testresultsincethe steriliteyst confirmedthe absenceofany niicro-organisms. -9- KOI-1802 CONCLUSION Inconclusion, 'r-1 was judged to have no reversemutagenic potentiaulnder the present testconditions. REFERENCES I . Ministryof Labor (1991) Guidebook on MutagenicityTests using Mcro- organisms,New Edition(inJapanese)publishedby Japan IndustrialSafetyand Health Association, 2. Green M.RL. and W.J. Muriel (1976) Mutagen testingusing Trp@+reversionin Escherichiacoli,MutationRes.,38: 3-32. 3. Maron, D.M., and B.N. Ames (1983) Revised methods for the Salmonella mutagenicity test,Mutation Res., 113: 173-215. -10- Dose finding test X01-i8D2 Test substance: 1 With(+)or Test substance inbu ofrevertan(tmsobu ofcolmdes/plate) vithout(-) ementration Bile-paiorutatitut'type Bg Nil (99/P'ate) TA 100 TA 1535 WP2 uvra Frameshifttype TA 98 TA 1537 S9 Mix negltive control 5 10 50 100 iu 97 ( 98) 94 - 103 (98) 92 86 (100) 114 103 85 (94) 87 82 85) 9 9 ( 11) 16 6 4 (10) 9 ( 13) is 9 10 (10) 10 11 11) 19 21 ( 20) 21 25 19 ( 22) 24 16 ( 20)1 21 ( 18) 14 21 20 25 ( 23) 23 18 ( 21) 24 29 22 (26) 2186 (22) 23 19 (ZI) 12 14 ( 13) 13 ' ( 8) 9 1110 (11) 12 6 ( 9) 12 9 (U) 5DO 1000 5000 negative control iu 86 1050 85* 81 @D.* 94 u 107 11 95) 6 95*) 4* 6* 85*) '0** 17 98) 9 7 9) 5*) 0*) U) 19 24 11 15 ( 17) ( 24) 23 8 22 7* '14**( 18*) 19 ( 21) 12* io* 15* 16*) '0*. -2- ll*) 29 34 20 24 29) 30 ( 35) 15 33 42 .18 10) 10*) 0*) 18) S9 Mix 5 10 50 100 500 1000 5000 9 15 95) a 94 95 90) 10 85 8 8818 85) 10 12 106 (106) 8 105 -L( 97 ( 97) 12 96 8 92 10 105 ( 99) 97* 9* 83*( go*) 5* 12) 9) 11) 11) 10) 8) 7*) 19 23) 27 31 ; (29) 30 23 ( 27 28 24 ( 26) 27 23 (25) 20 25) 29 24* 23$) 22* 39 ( 37) 35 21 36 (29) 30 (33) 36 30 28 (29) 23 40 32) 32 34) 36 33 25 29) 19 14 17) 14 23 19) 15 14) 13 .11 13) 15 13 22 18) 9 ( 11) 12 5*( 6*) 6* Positive cojitranlot requirin go Kii xule Al-2 Coneeiitratim (pg/plate) 0.01 h@nkr of 344 colonies/plate 356 ( 350) NLKB 0.5 314 290 ( 302) AF-2 0.01 136 157 ( 147) AF-2 IM-191 0.1 1 560 2485 537 ( 549) 12348 (2417) Positive cmtrol requiir'n Nne ZAA 2AA Conamtrati (09/Pl1a*tRe,) 1 ---1 2 Nmber of 658 154 colonies/pl1ite6l74 ( 666) 132 ( 143) Notes Parenthesisshows the men of each plate. 2AA 10 577 602) 627 zm 0.5 302 ( 287) 271 zm 2 159 * : Observedbacterialgrowthinhibition. -AF-2: 2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide -MaN3: Sodium azide -ICR-191: 2-Methoxy-6-chloro-g-(3-(2-chloroethyl)-aminopropylaminoa)cridine-2HC1 .2AA: 2-Aminoanthracene Main test Test substance:-c- 1 Vitb(+o)r Teat nbbtance Daberofrevertan(tmsoberd colodes/plate) vithout(-) concentration Date-paiorutititititoynpe frisesbifttype 89mix (PgiPl"t'T)A 100 TA 1636 WP2 us@ra TA 98 TA 1537 negative control 93 6 n 84 ( 94) U ( 10) 18 105 11 25 26 21) 28 28 9 27) 9 ( 10) 11 39.1 93 (90) 15 ( 14) 20 19) 87 13 18 106 15 24 78.1 117 (112) 1 (15) 21 23) 6 13 (10) 12 7 (10) S9 Mix 156 101 is 22 (97) IR (17) 21 22) 2211 18 21) 11 15) 313 105 12 21 25 10 92 (99) 7 (10) 20) 27) 2 (11) -.&iL- -29 625 8926 (89) 10 (9) 2241( 23) 2233 23) 9g (9) 10D* az* 91*) 13* 1"( 16*) is* 21 17*( 18*)[24 23) 9* 6*( 8*) m 21 22) -1@ 23 5000 1187: jj*) lD2 negative a 31 36 21 control U 98) 8 ( 8) 30 ( 33) 38 37) 20 (22) 109 a 37 38 24 S9 Mix 156 102 ( 103) 13 (10) 42 ( 40) 28 34) 21 (21) 103 -6 38 21 313 11838 ( 101) 71 ( 9) 3217 (29) 3272 (30) '221 (18) 87 9 33 32 14 625 106 (97) la (10) 32 (33) 30 (31) 13 (U) 1250 80 92 (86) 9 11 (10) 29 21 (25) 4358 (42) 1265 (21) 2500 10958 (97) 99 (9) 1 (19) 2T8, ( 30) 1164 (15) 5000 110174**(ill*)97**(8$) ,*( 5*) 123 (23) l'l**(10*) Positive contronlot requiring )im AF-2 Cuentratim@ (pg/plate) 0.01 Huber of 353 77) colmi!slpla-teiiL1 kgs AAFF--221E9)) AF-2 ICR-191 0.5 0.01 0.1 1 369( 378) 132 ( 144@ 590(579) 1688(1886) 387 155 567 12084 Positive control requiring 89 mix law 2m 2m 2JA 2AA UA Cmeentratim (W plate 1 2 10 0.5 2 Huber o@colonif 765 690 ( 728)1 113212 (ir)&63847 ( 661) 309 264( 154 287)1 153( 154) Notes Parenthesisshowsthe meanof eachplate. * : Observebdacteriaglrowthinhibitim. -AF-2: 2-(2-@FurYl)-3-(S-nitro-2-furyl)acrylimide -NaN3: Sodium azide -ICR-191:2-Methoxy-6-cholro-9-(3-(2-cholroethyl-)aminopropylanino)acridine-2HCI -2A: 2-Amifioanthracene D o s e f i nd ing 150- t es t Cd 1 934 C. 1ON a) 41 50- X01-1802 O:TA 100 O:TA 1535 A:wp2uvrd 0- 5 10 50 100 500 1000 Fig. I Dose-response curve without S9 Mix 5000 (Aglp I ate) 150- O:TA 100 O:TA 1535 ,&:WP2avrJ loo-( 50- B 5 10 50 100 500 1000 Fig. 2 Dose-response curve with S9 Mix (gg/plate) 3 D o s e finding 3D- test 20- 0ci 10- K01-1802 0: TA 98 0: TA 1537 0 5 10 50 100 500 1000 Fig. 3 Dose-response curve without Sg Mix 5000 (Ag/Plate) 40- cd 30- ui 20- .6-a Id IU 0: TA 98 O:TA 1537 5 10 50 100 500 1000 Fig. 4 Dose-response curve with S9 Mix 5000 (,ug/plate) -4- M a n te st 15D- 100cu U2 w 4 0 ti 50- KOI-1802 0:TA 100 O:TA 1535 ,&:WP2uvrJ D- 39.1 78.1 156 313 625 Fig. 5 Dose-response curve without SO Mix 1250 (Ag/plate) 150- 4d 1007 &3 (U 50- O:TA 100 13:TA 1535 &:WP2vr.4 E3 E3 156 313 625 1250 Fig. 6 Dose-response curve with SO Mix E3 2500 5000 (,ug/plate) M a in te st 30- ow 20- K01-1802 O:TA 98 O:TA 1537 1013 a o 39.1 78.1 156 313 625 1250 Fig. 7 Dose-response curve without Sg Mix 2500 5000 @(Ag/plate) 50- 40- 30- 0 I.-$ 0 ci 2 ad 10- 0: TA 98 0: TA 1537 156 313 625 1250 Fig. 8 Dose-response curve with Sg Mix 2500 50'00 (Ag/Plate) 6 FINAL REPORT ANENDNMNT IfitRaesearchLaboratoriesC,hemicalBiotestingCenter ChemicalsInspection& TestingInstitutJea,pan 1. Title(Studycode) Bacteriarleversemutationtestof T'-l(KOl-1802) 2. Amendment (Items) CAS No. and structuraflormulaor rationaflormula(Annex 1) 3. Authorization Study Director Signedinoriginal Shozo Ogura November 27, 1996 Annex 1 1.1 TestsubstanceWormation providedby thesponsor)Page 2 Before changes:1) Name Reaction products of perfluorodimethylcyclohexylsulfonyl fluoride,perfluoroa(lCk=y0l-2) cyclohexylsulfonyfluoride, potassiumcarbonateand sulfuriaccid Other name: 'r-I CAS No.: 67584-42-3 4) Structuraflormulaor rationaflormula(Outlineof manufacturing method,incaseboth were unknown) CnF2n+ "*@@S03K CF3 F S03K CF3 CniF2m+.lSO3K K2SO4 (molecularformula (m7-8) (n=0-2) -2- Afterchanges:1) Name Reaction products of perfluorodirnethylcyclobexylsulfonyl fluoride,perfluoroalk(ylC=0-2) cyclohexylsulfonylfluoride, potassiumcarbonateand suffiniaccid Othername: 'r-I CAS No.: 67584-42-3Lthemain comronent A(n-2 4) Structuraflormulaor rationaflormula(Outlineof manufacturing method, incasebothwere unknown) A CnF2n+ S03K (n7-0-2) B CF3 F S03K 760/o CF3 c CMF2M+IS03K (M7-8) D K2S04 Others (molecularformula 200/o 30/o aAN 0.6% Reason for changes: To document new informationsuppliedby the sponsor. Date effective: November 13, 1996 -3 -