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Substance Name: Carmustine [USAN:USP:INN:BAN]
RN: 154-93-8
UNII: U68WG3173Y
InChIKey: DLGOEMSEDOSKAD-UHFFFAOYSA-N
Note
- A cell-cycle phase nonspecific alkylating antineoplastic agent. It is used in the treatment of brain tumors and various other malignant neoplasms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p462) This substance may reasonably be anticipated to be a carcinogen according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (From Merck Index, 11th ed).
Molecular Formula
- C5-H9-Cl2-N3-O2
Molecular Weight
- 214.0511
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Alkylating Agents
- Antineoplastic
- Antineoplastic Agents
- Antineoplastic Agents, Alkylating
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Noxae
- Reproductive Effect
- Tumor Data
Superlist Classification Codes
- Overall Carcinogenic Evaluation: Group 2A
- Reasonably Anticipated to be a Carcinogen
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Names and Synonyms
Name of Substance
- Carmustine
- Carmustine [USAN:USP:INN:BAN]
MeSH Heading
- Carmustine
Synonyms
- 1,3-Bis(2-chloroethyl)-1-nitrosourea
- 1,3-Bis(2-chloroethyl)nitrosourea
- 1,3-Bis(beta-chloroethyl)-1-nitrosourea
- AI3-52216
- BCNU
- Becenum
- Bi CNU
- BiCNU
- Bis(2-chloroethyl)1-nitrosourea
- Bis(2-chloroethyl)nitrosourea
- Bis-N,N'-(chloroethyl)nitrosourea
- Bischlorethylnitrosourea
- Bischlorethylnitrosurea
- Bischloroethyl nitrosourea
- Bischloroethylnitrosourea
- BRN 2049744
- Carmubris
- Carmustin
- Carmustina
- Carmustina [INN-Spanish]
- Carmustine
- Carmustinum
- Carmustinum [INN-Latin]
- CCRIS 810
- DTI 015
- EINECS 205-838-2
- FDA 0345
- Gliadel
- gliadel wafer
- HSDB 7761
- N,N'-Bis(2-chloroethyl)-N-nitrosourea
- NCI-C04773
- Nitrumon
- NSC 409962
- NSC-409962
- SK 27702
- SRI 1720
- UNII-U68WG3173Y
Systematic Names
- Carmustine
- N,N'-Bis(2-chloroethyl)-N-nitrosourea
- Urea, 1,3-bis(2-chloroethyl)-1-nitroso-
- Urea, N,N'-bis(2-chloroethyl)-N-nitroso-
Superlist Names
- BCNU
- BCNU [Chloroethyl nitrosoureas]
- Bischloroethyl nitrosourea
- Bischloroethyl nitrosourea [Chloroethyl nitrosoureas]
- Carmustine
Registry Numbers
CAS Registry Number
- 154-93-8
FDA UNII
- U68WG3173Y
Other Registry Numbers
- 1159711-15-5
- 1191292-23-5
System Generated Number
- 0000154938
Structure Descriptors
InChI
InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)InChIKey
DLGOEMSEDOSKAD-UHFFFAOYSA-NSmiles
ClCCNC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | LDLo | intravenous | 78mg/kg/52W-I (78mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Cancer Vol. 42, Pg. 74, 1978. |
dog | LDLo | intravenous | 2mg/kg (2mg/kg) | Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 33, 1973. | |
dog | LDLo | oral | 5mg/kg (5mg/kg) | Advances in Cancer Research. Vol. 16, Pg. 273, 1972. | |
hamster | LD10 | parenteral | 18mg/kg (18mg/kg) | Journal of Surgical Oncology. Vol. 15, Pg. 355, 1980. | |
human | TDLo | intravenous | 6mg/kg (6mg/kg) | BLOOD: THROMBOCYTOPENIA GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: LEUKOPENIA | Cancer Treatment Reports. Vol. 60, Pg. 709, 1976. |
human | TDLo | intravenous | 125mg/kg (125mg/kg) | BLOOD: LEUKOPENIA BLOOD: THROMBOCYTOPENIA GASTROINTESTINAL: NAUSEA OR VOMITING | Advances in Cancer Research. Vol. 16, Pg. 273, 1972. |
monkey | LDLo | intravenous | 10mg/kg (10mg/kg) | BLOOD: LEUKOPENIA BLOOD: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES | Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 202, 1965. |
mouse | LD50 | intramuscular | 86300ug/kg (86.3mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 766, 1978. | |
mouse | LD50 | intramuscular | 86300ug/kg (86.3mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: ATAXIA | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 766, 1978. |
mouse | LD50 | intraperitoneal | 21260ug/kg (21.26mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
mouse | LD50 | intravenous | 45mg/kg (45mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 118, Pg. 756, 1965. | |
mouse | LD50 | oral | 19mg/kg (19mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972. |
mouse | LD50 | subcutaneous | 24mg/kg (24mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972. |
mouse | LD50 | unreported | 42mg/kg (42mg/kg) | Cancer Research. Vol. 46, Pg. 2703, 1986. | |
rat | LD50 | intramuscular | 79600ug/kg (79.6mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: ATAXIA | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 766, 1978. |
rat | LD50 | intraperitoneal | 17420ug/kg (17.42mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
rat | LD50 | intravenous | 13800ug/kg (13.8mg/kg) | LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Oncology. Vol. 37, Pg. 177, 1980. |
rat | LD50 | oral | 20mg/kg (20mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 166, Pg. 104, 1969. | |
rat | LD50 | subcutaneous | 83200ug/kg (83.2mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 766, 1978. | |
rat | LD50 | subcutaneous | 83200ug/kg (83.2mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: ATAXIA | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 766, 1978. |
women | LDLo | parenteral | 1566mg/kg (1566mg/kg) | LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS | JAMA, Journal of the American Medical Association. Vol. 244, Pg. 687, 1980. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 31 | deg C | EXP | |
log P (octanol-water) | 1.53 | (none) | EXP | |
Water Solubility | 4000 | mg/L | 25 | EXP |
Vapor Pressure | 3.69E-05 | mm Hg | 25 | EST |
Henry's Law Constant | 4.76E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.63E-12 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.