CAS No.154-93-8,Carmustine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	154-93-8
Name:	Carmustine
Article Data:	13

Formula:	C₅H₉Cl₂N₃O₂
Molecular Weight:	214.051
Synonyms:	Urea,1,3-bis(2-chloroethyl)-1-nitroso- (8CI);1,3-Bis(b-chloroethyl)-1-nitrosourea;BCNU;Becenun;BiCNU;DTI 015;FDA 0345;Gliadel;Gliadel Wafer;N,N'-Bis(2-chloroethyl)-N-nitrosourea;NSC 409962;Nitrumon;SK 27702;SRI 1720;
EINECS:	205-838-2
Density:	1.46 g/cm³
Melting Point:	30 °C(lit.)
Boiling Point:	404oC
Solubility:	water: <0.1 g/100 mL at 18 °C
Appearance:	light yellow powder
Hazard Symbols:	T+
Risk Codes:	45-46-60-61-28
Safety:	53-22-36/37/39-45
PSA:	61.77000
LogP:	1.54790

Synthetic route

: 2214-72-4
1,3-bis(2-chloroethyl)urea

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

Conditions

Conditions	Yield
With tin(IV) chloride; sodium nitrite In dichloromethane at 20℃; for 2h;	100%
With formic acid; sodium nitrite In dichloromethane; water at 0 - 3℃; for 1h;	87%
With formic acid; sodium nitrite

: 113900-20-2
1,2,2,2-Tetrachloroethyl N-(2-chloroethyl) N-nitroso-carbamate

: 689-98-5
chloroethylamine

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 2h; Ambient temperature; Yield given;

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

A: 107-21-1
ethylene glycol

B: 75-07-0
acetaldehyde

C: 107-07-3
2-chloro-ethanol

Conditions

Conditions	Yield
With sodium phosphate buffer at 37℃; for 96h; Product distribution; Mechanism; other nitrosoureas; var. pH, also in the presence of KBr;	A 2% B 19% C 51%

...Expand

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

A: 2214-72-4
1,3-bis(2-chloroethyl)urea

B: 71353-16-7
2-<(2-chloroethyl)amino>-2-oxazoline

C: 2387-20-4
1-(2-chloroethyl)imidazolidin-2-one

D: 64-17-5
ethanol

E: 75-04-7
ethylamine

Conditions

Conditions	Yield
With potassium hydroxide; aluminum nickel In methanol Product distribution; Mechanism; degradation under various conditions (HBr in glac. CH3CO2H) with preparation of nonmutagenic reaction mixtures of products;

...Expand

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

: 64-17-5
ethanol

Conditions

Conditions	Yield
With equine liver alcohol dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide; potassium phoshpate buffer; water at 25℃; for 12h; Mechanism; the other reagent ; other 1H- and 18O-labeled 1-nitrosoureas;

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

: 407-25-0
trifluoroacetic anhydride

: 1,3-Bis-(2-chloro-ethyl)-1,3-bis-(2,2,2-trifluoro-acetyl)-urea

Conditions

Conditions	Yield
at 85℃; for 6h;

: 35436-84-1
glutathione

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

A: S-(2-chloroethyl)glutathione

B: (S)-4-[(R)-1-(Carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-4-(2-chloro-ethylamino)-butyric acid

C: S-glutathione

D: N,S-bis-glutathione

Conditions

Conditions	Yield
With phosphate buffer at 37℃; for 3h; pH 7.4; Further byproducts given. Title compound not separated from byproducts;
With phosphate buffer at 37℃; for 3h; pH 7.4; Further byproducts given;

...Expand

: 35436-84-1
glutathione

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

A: S-(2-chloroethyl)glutathione

B: (S)-4-[(R)-1-(Carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-4-(2-chloro-ethylamino)-butyric acid

C: S-glutathione

D: (S)-4-Amino-4-[(R)-2-{2-[(R)-2-((S)-2-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-ethylsulfanyl}-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

Conditions

Conditions	Yield
With phosphate buffer at 37℃; for 3h; pH 7.4; Further byproducts given;

...Expand

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

A: S-cysteinylglycine

B: (S)-4-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-((E)-2-chloro-vinylcarbamoylsulfanyl)-ethylcarbamoyl]-butyric acid

C: S-glutathione

D: (S)-4-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-(4,5-dihydro-oxazol-2-ylsulfanyl)-ethylcarbamoyl]-butyric acid

Conditions

Conditions	Yield
for 4h; Product distribution; Mechanism; rat's liver; also in vitro with glutathione at 37 deg C inphosphate buffer;

...Expand

: 154-93-8
1,3-bis(2-chloroethyl)-1-nitrosourea

: 3184-13-2
L-ornithine hydrochloride

Nδ-nitroso-Nδ-(2-chloroethyl)carbamoyl-L-ornithine; Nδ-(2-chloroethyl)nitrosocarbamoyl-L-ornithine; mixture of: Nδ-nitroso-Nδ-(2-chloroethyl)carbamoyl-L-ornithine; Nδ-(2-chloroethyl)nitrosocarbamoyl-L-ornithine; mixture of

Conditions

Conditions	Yield
Stage #1: 1,3-bis(2-chloroethyl)-1-nitrosourea; L-ornithine hydrochloride With potassium hydroxide; copper(II) sulfate In water; isopropyl alcohol at 32℃; for 1h; Alkylation; Stage #2: With sodium nitrite In water at 0℃; for 1h; Nitrosation;	4.21 g

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Chemistry

Product Name: Carmustin (CAS NO.154-93-8)
IUPAC Name: 1,3-bis(2-chloroethyl)-1-nitrosourea

MF: C₅H₉Cl₂N₃O₂
MW: 214.05
Apperance: orange-yellow solid
EINECS: 205-838-2
Mol File: 154-93-8.mol
Surface Tension: 50.3 dyne/cm
Density: 1.46 g/ml
MP: 30 °C(lit.)
Water Solubility: <0.1 g/100 mL at 18 °C
Index of Refraction: 1.548
Molar Refractivity: 46.55 cm³
Molar Volume: 146.4 cm³
Surface Tension: 50.3 dyne/cm
Product Categories: Active Pharmaceutical Ingredients; Pharmaceutical Chemicals; Mutagenesis Research Chemicals

Uses

The Carmustin(CAS NO.154-93-8) is used as the goods for the broad-spectrum anti-cancer drug.It has a good effect on the breast, lung, brain and cancer, bone metastases, also have a certain effect for Hodgkin's Disease and acute leukemia.

Toxicity Data With Reference

1.	mmo-sat 33 µg/plate	TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis. 5 (1985),319.
2.	sce-hmn:lym 25 µmol/L	CNREA8 Cancer Research. 45 (1985),4798.
3.	ivn-cld LDLo:78 mg/kg/52W I	CANCAR Cancer. 42 (1978),74.
4.	ivn-hmn TDLo:125 mg/kg:BLD,GIT	ACRSAJ Advances in Cancer Research. 16 (1972),273.
5.	ivn-hmn TDLo:6 mg/kg:BLD,GIT	CTRRDO Cancer Treatment Reports. 60 (1976),709.
6.	par-wmn LDLo:1566 mg/kg:PUL	JAMAAP JAMA, Journal of the American Medical Association. 244 (1980),687.
7.	orl-rat LD50:20 mg/kg	JPETAB Journal of Pharmacology and Experimental Therapeutics. 166 (1969),104.
8.	ipr-rat LD50:17,420 µg/kg	NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program, Bethesda, MD 20205 JAN86 .
9.	scu-rat LD50:83,200 µg/kg	IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 9 (1978),766.
10.	ivn-rat LD50:13,800 µg/kg	ONCOBS Oncology. 37 (1980),177.

Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 7 (1987),p. 150.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 26 (1981),p. 79.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 26 (1981),p. 79.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Studies (ipr); Some Evidence: rat CANCAR Cancer. 40 (1977),1935. ; Clear Evidence: mouse CANCAR Cancer. 40 (1977),1935. . EPA Genetic Toxicology Program.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. A human poison by parenteral route. An experimental poison by ingestion, intravenous, intraperitoneal, parenteral, and subcutaneous routes. Human systemic effects by parenteral, intravenous, and possibly other routes: nausea or vomiting, reduced white blood cell and blood platelet counts, bone marrow damage, and potentially fatal respiratory system effects including lung fibrosis, dyspnea, and cyanosis. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl⁻ and NO_x. See also N-NITROSO COMPOUNDS.
Safety information of Carmustin (CAS NO.154-93-8):
Hazard Codes: T+
Risk Statements: 45-46-60-61-28
R45:May cause cancer ;
R46:May cause heritable genetic damage ;
R60:May impair fertility ;
R61:May cause harm to the unborn child ;
R28:Very Toxic if swallowed ;
Safety Statements: 53-22-36/37/39-45
S53:Avoid exposure - obtain special instruction before use ;
S22:Do not breathe dust ;
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection ;
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;
RIDADR: 3249
WGK Germany: 3
RTECS: YS2625000
HazardClass: 6.1(a)
PackingGroup: II

Specification

Carmustin, its CAS NO. is 154-93-8, the synonyms are 1,3-Bis(2-chloroethyl)-1-nitrosourea ; 1,3-Bis(2-chloroethyl)nitrosourea ; 1,3-Bis(beta-chloroethyl)-1-nitrosourea ; Bis(2-chloroethyl)1-nitrosourea ; Bis(2-chloroethyl)nitrosourea ; Bis-N,N'-(chloroethyl)nitrosourea ; Bischlorethylnitrosourea ; Bischlorethylnitrosurea ; Bischloroethyl nitrosourea ; Bischloroethylnitrosourea .