CA1157777A - Compose germicide a usage topique et methode - Google Patents

Compose germicide a usage topique et methode

Info

Publication number: CA1157777A
Authority: CA; Canada
Prior art keywords: topical; germicidal; bis; carbon atoms; quaternary ammonium
Prior art date: 1979-11-26
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000363035A

Other languages

English (en)

Inventor

Eva Tolgyesi

Jacob J. Guth

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Gillette Co LLC

Original Assignee

Gillette Co LLC

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-11-26

Filing date

1980-10-23

Publication date

1983-11-29

1980-10-23 Application filed by Gillette Co LLC filed Critical Gillette Co LLC

1983-11-29 Application granted granted Critical

1983-11-29 Publication of CA1157777A publication Critical patent/CA1157777A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 33
230000002070 germicidal effect Effects 0.000 title claims abstract description 23
230000000699 topical effect Effects 0.000 title claims abstract description 11
238000000034 method Methods 0.000 title claims abstract description 4
150000001450 anions Chemical group 0.000 claims abstract description 12
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
239000000243 solution Substances 0.000 claims description 14
244000005700 microbiome Species 0.000 claims description 5
239000000443 aerosol Substances 0.000 claims description 4
208000035985 Body Odor Diseases 0.000 claims description 3
239000006071 cream Substances 0.000 claims description 2
238000000354 decomposition reaction Methods 0.000 claims description 2
239000006210 lotion Substances 0.000 claims description 2
239000002674 ointment Substances 0.000 claims description 2
239000000843 powder Substances 0.000 claims description 2
239000003380 propellant Substances 0.000 claims description 2
239000000499 gel Substances 0.000 claims 1
239000001993 wax Substances 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 17
239000002781 deodorant agent Substances 0.000 abstract description 7
230000000844 anti-bacterial effect Effects 0.000 abstract description 6
241000894006 Bacteria Species 0.000 abstract description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 18
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
229910052757 nitrogen Inorganic materials 0.000 description 10
239000000047 product Substances 0.000 description 10
229960001701 chloroform Drugs 0.000 description 9
239000000463 material Substances 0.000 description 8
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
239000011541 reaction mixture Substances 0.000 description 7
239000002178 crystalline material Substances 0.000 description 6
239000004615 ingredient Substances 0.000 description 6
238000010992 reflux Methods 0.000 description 6
238000003756 stirring Methods 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 5
239000005457 ice water Substances 0.000 description 4
IPNPIHIZVLFAFP-UHFFFAOYSA-N phosphorus tribromide Chemical compound BrP(Br)Br IPNPIHIZVLFAFP-UHFFFAOYSA-N 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
230000001166 anti-perspirative effect Effects 0.000 description 3
239000003213 antiperspirant Substances 0.000 description 3
229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
VFGVNLNBQPXBKA-UHFFFAOYSA-N diazanium;dibromide Chemical compound [NH4+].[NH4+].[Br-].[Br-] VFGVNLNBQPXBKA-UHFFFAOYSA-N 0.000 description 3
229940083122 ganglion-blocking antiandrenergic bisquaternary ammonium compound Drugs 0.000 description 3
230000002401 inhibitory effect Effects 0.000 description 3
235000019645 odor Nutrition 0.000 description 3
239000002304 perfume Substances 0.000 description 3
150000003856 quaternary ammonium compounds Chemical class 0.000 description 3
238000000967 suction filtration Methods 0.000 description 3
VZYIKHZFVOUXKE-UHFFFAOYSA-N 2-[2-[2-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethylsulfanyl]ethanol Chemical compound OCCSCCSCCSCCO VZYIKHZFVOUXKE-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000002036 chloroform fraction Substances 0.000 description 2
230000009850 completed effect Effects 0.000 description 2
239000000306 component Substances 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
238000001035 drying Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
125000002768 hydroxyalkyl group Chemical group 0.000 description 2
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
125000001453 quaternary ammonium group Chemical group 0.000 description 2
150000003242 quaternary ammonium salts Chemical class 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
239000011593 sulfur Substances 0.000 description 2
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
BYFDQYYQTOBXJG-UHFFFAOYSA-N 1,2-bis(2-bromoethylsulfanyl)ethane Chemical compound BrCCSCCSCCBr BYFDQYYQTOBXJG-UHFFFAOYSA-N 0.000 description 1
YYWACUFAVLSCPF-UHFFFAOYSA-N 1-bromo-2-(2-bromoethylsulfanyl)ethane Chemical compound BrCCSCCBr YYWACUFAVLSCPF-UHFFFAOYSA-N 0.000 description 1
PDHFSBXFZGYBIP-UHFFFAOYSA-N 2-[2-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethanol Chemical compound OCCSCCSCCO PDHFSBXFZGYBIP-UHFFFAOYSA-N 0.000 description 1
CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
PVFOHMXILQEIHX-UHFFFAOYSA-N 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-[2-(2-bromophenyl)ethyl]purin-6-amine Chemical compound C=1C=2OCOC=2C=C(Br)C=1SC1=NC=2C(N)=NC=NC=2N1CCC1=CC=CC=C1Br PVFOHMXILQEIHX-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
241000222122 Candida albicans Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241001478240 Coccus Species 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
241000233866 Fungi Species 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241000589517 Pseudomonas aeruginosa Species 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
241000607142 Salmonella Species 0.000 description 1
241000191963 Staphylococcus epidermidis Species 0.000 description 1
241000223229 Trichophyton rubrum Species 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
125000004450 alkenylene group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
125000004419 alkynylene group Chemical group 0.000 description 1
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
230000000845 anti-microbial effect Effects 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
LLSDKQJKOVVTOJ-UHFFFAOYSA-L calcium chloride dihydrate Chemical compound O.O.[Cl-].[Cl-].[Ca+2] LLSDKQJKOVVTOJ-UHFFFAOYSA-L 0.000 description 1
229940052299 calcium chloride dihydrate Drugs 0.000 description 1
229940095731 candida albicans Drugs 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000000875 corresponding effect Effects 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
230000037029 cross reaction Effects 0.000 description 1
239000012043 crude product Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000001877 deodorizing effect Effects 0.000 description 1
LJSQFQKUNVCTIA-UHFFFAOYSA-N diethyl sulfide Chemical compound CCSCC LJSQFQKUNVCTIA-UHFFFAOYSA-N 0.000 description 1
VFFDVELHRCMPLY-UHFFFAOYSA-N dimethyldodecyl amine Natural products CC(C)CCCCCCCCCCCN VFFDVELHRCMPLY-UHFFFAOYSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
-1 dodecyl com-pounds Chemical class 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000003292 glue Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
229960004068 hexachlorophene Drugs 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
230000003752 improving hair Effects 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000001282 iso-butane Substances 0.000 description 1
229940001447 lactate Drugs 0.000 description 1
229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
230000003641 microbiacidal effect Effects 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
YWWNNLPSZSEZNZ-UHFFFAOYSA-N n,n-dimethyldecan-1-amine Chemical compound CCCCCCCCCCN(C)C YWWNNLPSZSEZNZ-UHFFFAOYSA-N 0.000 description 1
YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
LWIPGCTWFZCIKX-UHFFFAOYSA-N n-ethyldodecan-1-amine Chemical compound CCCCCCCCCCCCNCC LWIPGCTWFZCIKX-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
208000017983 photosensitivity disease Diseases 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000035755 proliferation Effects 0.000 description 1
230000001235 sensitizing effect Effects 0.000 description 1
238000013207 serial dilution Methods 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000001540 sodium lactate Substances 0.000 description 1
229940005581 sodium lactate Drugs 0.000 description 1
235000011088 sodium lactate Nutrition 0.000 description 1
RBWSWDPRDBEWCR-RKJRWTFHSA-N sodium;(2r)-2-[(2r)-3,4-dihydroxy-5-oxo-2h-furan-2-yl]-2-hydroxyethanolate Chemical compound [Na+].[O-]C[C@@H](O)[C@H]1OC(=O)C(O)=C1O RBWSWDPRDBEWCR-RKJRWTFHSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000004753 textile Substances 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
125000000101 thioether group Chemical group 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
238000005406 washing Methods 0.000 description 1
ZNVKGUVDRSSWHV-UHFFFAOYSA-L zinc;4-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=C(S([O-])(=O)=O)C=C1.OC1=CC=C(S([O-])(=O)=O)C=C1 ZNVKGUVDRSSWHV-UHFFFAOYSA-L 0.000 description 1
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Cosmetics (AREA)

CA000363035A 1979-11-26 1980-10-23 Compose germicide a usage topique et methode Expired CA1157777A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US9729379A	1979-11-26	1979-11-26
US097,293		1979-11-26

Publications (1)

Publication Number	Publication Date
CA1157777A true CA1157777A (fr)	1983-11-29

Family

ID=22262656

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000363035A Expired CA1157777A (fr)	1979-11-26	1980-10-23	Compose germicide a usage topique et methode

Country Status (1)

Country	Link
CA (1)	CA1157777A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4675178A (en) *	1985-05-02	1987-06-23	Calgon Corporation	Use of cationic polymers (polydimethyldialkyl ammonium chloride-acrylamide copolymers and dimethyldialkyl ammonium chloride) to increase deposition and/or retention of active agent (S) of deodorant formulations on surfaces

1980
- 1980-10-23 CA CA000363035A patent/CA1157777A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4675178A (en) *	1985-05-02	1987-06-23	Calgon Corporation	Use of cationic polymers (polydimethyldialkyl ammonium chloride-acrylamide copolymers and dimethyldialkyl ammonium chloride) to increase deposition and/or retention of active agent (S) of deodorant formulations on surfaces

Legal Events

Date	Code	Title	Description
2000-11-29	MKEX	Expiry

Publication	Publication Date	Title
US4565693A (en)	1986-01-21	Deodorant composition
US4049665A (en)	1977-09-20	Unsymmetrical disulfides as antimicrobial agents
US4122085A (en)	1978-10-24	Derivatives of mercaptopyridine-1-oxide
JPH0234948B2 (fr)	1990-08-07
US4196201A (en)	1980-04-01	Non-irritating eye make-up remover composition
US3890434A (en)	1975-06-17	Hair and antiseptic formulations containing adducts of bis-(2-pyridyl-1-oxide) disulfide
KR870004937A (ko)	1987-06-02	벤질아민 유도체, 그 제조방법 및 용도
US3943242A (en)	1976-03-09	Deodorant composition containing a quaternary ammonium saccharinate salt
US3107252A (en)	1963-10-15	Allantoin salt
CA1157777A (fr)	1983-11-29	Compose germicide a usage topique et methode
US3818018A (en)	1974-06-18	Adducts of bis-(2-pyridyl-1-oxide) disulfide with alkaline earth metal salts
US5209922A (en)	1993-05-11	Water soluble polymers having antifungal properties
US4041033A (en)	1977-08-09	Novel derivatives of pyridazine-2-oxide
US4070400A (en)	1978-01-24	Diphenyl polyamides having a cyclohexylene moiety
US3953605A (en)	1976-04-27	Antimicrobial quaternary ammonium compounds compositions
US4073926A (en)	1978-02-14	Mono-quaternary ammonium salts of hydantoin and compositions thereof
US5153212A (en)	1992-10-06	2-adamantyl-4-isothiazoline-3-ones, as bactericidal and fungicidal agents
US3966928A (en)	1976-06-29	Novel derivatives of pyridazine-2-oxide
US3882166A (en)	1975-05-06	Antimicrobial quaternary ammonium compounds
US4059687A (en)	1977-11-22	Ester substituted dibiguanides and non-toxic antimicrobial compositions thereof
US4082756A (en)	1978-04-04	Quaternary quinuclidinium carbamates and thiocarbamates
US4211871A (en)	1980-07-08	Heavy metal derivatives of mercaptopyridine-1-oxide
Lappas et al.	1976	Substituted 5-nitro-1, 3-dioxanes: correlation of chemical structure and antimicrobial activity
JPS6243967B2 (fr)	1987-09-17
US4002634A (en)	1977-01-11	N-oxypyridyl substituted cysteine or cysteine derivative thereof

CA1157777A - Compose germicide a usage topique et methode - Google Patents

Info

Links

Landscapes

Applications Claiming Priority (2)

Publications (1)

Family

ID=22262656

Family Applications (1)

Country Status (1)

Cited By (1)

Cited By (1)

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