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Substance Name: Amsacrine [USAN:INN:BAN]
RN: 51264-14-3
UNII: 00DPD30SOY
InChIKey: XCPGHVQEEXUHNC-UHFFFAOYSA-N
Note
- An aminoacridine derivative that intercalates into DNA and is used as an antineoplastic agent.
Molecular Formula
- C21-H19-N3-O3-S
Molecular Weight
- 393.4651
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antineoplastic
- Antineoplastic Agents
- DNA Topoisomerase II Inhibitor
- Drug / Therapeutic Agent
- Human Data
- Indicators and Reagents
- Intercalating Agents
- Mutation Data
- Reproductive Effect
- Tumor Data
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Names and Synonyms
Name of Substance
- Amsacrine
- Amsacrine [USAN:INN:BAN]
MeSH Heading
- Amsacrine
Synonyms
- 4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide
- 4'-(9-Acridinylamino)methanesulfon-m-anisidide
- 4'-(9-Acridinylamino)methanesulfon-meta-anisidide
- 4'-(9-Acridinylamino)methanesulphon-m-anisidide
- 5-22-11-00030 (Beilstein Handbook Reference)
- Acridinylanisidide
- AMSA
- Amsacrina
- Amsacrina [INN-Spanish]
- Amsacrine
- Amsacrinum
- Amsacrinum [INN-Latin]
- Amsidine
- Amsidyl
- BRN 0500176
- CCRIS 1027
- CI 880
- CI-880
- EINECS 257-094-3
- HSDB 7087
- m-AMSA
- meta-Amsacrine
- Methanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)-
- Methanesulfonanilide, 4'-(9-acridinylamino)-3'-methoxy-
- N-(4-(9-Acridinylamino)-3-methoxyphenyl)methanesulfonamide
- NSC 156303
- NSC 249992
- SN 21429
- UNII-00DPD30SOY
Systematic Names
- Amsacrine
- Methanesulfon-m-anisidide, 4'-(9-acridinylamino)-
- Methanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)-
Superlist Name
- Amsacrine
Registry Numbers
CAS Registry Number
- 51264-14-3
FDA UNII
- 00DPD30SOY
System Generated Number
- 0051264143
Structure Descriptors
InChI
InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)InChIKey
XCPGHVQEEXUHNC-UHFFFAOYSA-NSmiles
COc1cc(NS(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | intravenous | 6250ug/kg (6.25mg/kg) | Cancer Treatment Reports. Vol. 64, Pg. 855, 1980. | |
dog | LD50 | intravenous | 6250ug/kg (6.25mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Cancer Treatment Reports. Vol. 64, Pg. 855, 1980. |
dog | LD50 | oral | 50mg/kg (50mg/kg) | BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Cancer Treatment Reports. Vol. 66, Pg. 1939, 1982. |
human | TDLo | intravenous | 12mg/kg (12mg/kg) | BLOOD: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING VASCULAR: THROMBOSIS DISTANT FROM INJECTION SITE | Cancer Research. Vol. 38, Pg. 3712, 1978. |
man | LDLo | intravenous | 5405ug/kg/3H- (5.405mg/kg) | BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Archives of Internal Medicine. Vol. 143, Pg. 165, 1983. |
monkey | LDLo | intravenous | 10400ug/kg (10.4mg/kg) | BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Pharmacy International. Vol. 7, Pg. 3, 1986. |
mouse | LD50 | intraperitoneal | 15470ug/kg (15.47mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
mouse | LD50 | intravenous | 33700ug/kg (33.7mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Cancer Treatment Reports. Vol. 64, Pg. 855, 1980. |
mouse | LD50 | oral | 53420ug/kg (53.42mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
mouse | LD50 | subcutaneous | 110mg/kg (110mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 3.890 | (none) | EST | |
Atmospheric OH Rate Constant | 4.02E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.