- Chlormethine
- Chlormethine hydrochloride
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Cas Database |
| Name |
Chlormethine hydrochloride |
EINECS | 200-246-0 |
| CAS No. | 55-86-7 | Density | 1.106g/cm3 |
| PSA | 3.24000 | LogP | 2.19780 |
| Solubility | N/A | Melting Point |
108-111 °C(lit.) |
| Formula | C5H11Cl2N . Cl H | Boiling Point | 110.3°C at 760 mmHg |
| Molecular Weight | 192.516 | Flash Point | 20.5°C |
| Transport Information | UN 2811 | Appearance | white crystalline powder |
| Safety | 53-36/37/39-45 | Risk Codes | 45-46-28-34-42/43 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
Diethylamine,2,2'-dichloro-N-methyl-, hydrochloride (8CI);Ethanamine, 2-chloro-N-(2-chloroethyl)-N-methyl-,hydrochloride (9CI);1,5-Dichloro-3-methyl-3-azapentane hydrochloride;2,2'-Dichloro-N-methyldiethylamine hydrochloride;Antimit;Azotoyperite;Bis(2-chloroethyl)-N-methylamine hydrochloride;C 6866;Caryolysine;Caryolysine hydrochloride;Chloramin;Chloramin hydrochloride;Chloramine;Chlorethamine;Chlormethine hydrochloride;Chlormethinum;Dema;Dichloren;Dichloren hydrochloride;Dichloromethyldiethylamine hydrochloride;Dimitan;Embechine;Embichin;Embichin hydrochloride;Embikhine;Embiquine;Erasol;Erasol hydrochloride;Erasol-Ido;HN2 hydrochloride;Kloramin;MBA hydrochloride;Mechlorethaminehydrochloride;Methylbis(2-chloroethyl)amine hydrochloride;Methylbis(b-chloroethyl)amine hydrochloride;Mitoxine;Mustargen hydrochloride;Mustine hydrochloride;N,N-Bis(2-chloroethyl)methanamine hydrochloride;N-Lost;N-Methyl-N,N-bis(2-chloroethyl)amine hydrochloride;N-Methylbis(2-chloroethyl)amine hydrochloride;NCI C56382;NM;NSC 762;NSC 762hydrochloride;Nitol;Nitol takeda;Nitrogen mustard;Nitrogen mustard (HN 2)hydrochloride;Nitrogen mustard hydrochloride;Nitrogranulogen;Nitrogranulogenhydrochloride;SK 101; |
Article Data | 21 |
Chlormethine hydrochloride Synthetic route
- 50-00-0
formaldehyd
- 821-48-7
bis-(2-chloroethyl)amine hydrochloride
- 55-86-7
mechlorethamine hydrochloride
| Conditions | Yield |
|---|---|
| With formic acid at 100 - 120℃; for 3.33333h; | 100% |
| With formic acid In water at 100 - 120℃; for 3.33333h; Heating / reflux; | 100% |
| With formic acid In water at 100 - 120℃; for 3.33333h; | 100% |
| With formic acid In water 1a.) 100 deg C, 3 h, 1b.) 120 deg C, 20 min; Yield given; |
- 54060-15-0
2-[2-hydroxyethyl(methyl)amino]ethanol hydrochloride
- 55-86-7
mechlorethamine hydrochloride
| Conditions | Yield |
|---|---|
| With thionyl chloride In chloroform for 2h; Chlorination; Heating; | 99% |
- 50-00-0
formaldehyd
- 64-18-6
formic acid
- 821-48-7
bis-(2-chloroethyl)amine hydrochloride
- 55-86-7
mechlorethamine hydrochloride
| Conditions | Yield |
|---|---|
| In water at 100℃; for 3h; Reflux; | 99% |
| Conditions | Yield |
|---|---|
| With thionyl chloride In chloroform at 20℃; for 2h; | 96% |
| With thionyl chloride In dichloromethane at 0 - 20℃; for 24h; | 92% |
| With thionyl chloride In dichloromethane at 20℃; for 48h; Cooling with ice; | 85% |
- 64-18-6
formic acid
- 821-48-7
bis-(2-chloroethyl)amine hydrochloride
- 55-86-7
mechlorethamine hydrochloride
| Conditions | Yield |
|---|---|
| In water at 100 - 120℃; | 92% |
- 55-86-7
mechlorethamine hydrochloride
- 104-47-2
p-methoxybenzylnitrile
- 487013-52-5
4-(4-methoxyphenyl)-1-methylpiperidine-4-carbonitrile
| Conditions | Yield |
|---|---|
| With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 60℃; for 24h; | 100% |
| With tetra(n-butyl)ammonium hydrogensulfate In sodium hydroxide | 20% |
- 55-86-7
mechlorethamine hydrochloride
- 239797-38-7
1-methyl-4-(4-butoxybenzenesulfonyl)piperidine-4-carboxylic acid ethyl ester
| Conditions | Yield |
|---|---|
| With 18-crown-6 ether; potassium carbonate In acetone for 16h; Heating; | 98% |
- 4421-08-3
3-methoxy-4-hydroxybenzonitrile
- 55-86-7
mechlorethamine hydrochloride
- 1357621-02-3
1,5-bis(4-cyano-2-methoxyphenoxy)-N-methyl-3-azapentane
| Conditions | Yield |
|---|---|
| With potassium carbonate In 1-methyl-pyrrolidin-2-one at 115℃; for 3h; | 98% |
- 10025-99-7
potassium tetrachloroplatinate(II)
- 55-86-7
mechlorethamine hydrochloride
| Conditions | Yield |
|---|---|
| In water aq. soln. mechlorethamine hydrochloride and K2PtCl4 was heated at 50-60°C for 3 h; soln. was left at room temp. for 2 days, ppt. was filtered off, washed with EtOH and air-dried; elem. anal.; | 95% |
- 55-86-7
mechlorethamine hydrochloride
- 140-53-4
p-chlorobenzyl cyanide
- 258500-81-1
4-(4-chlorophenyl)-1-methylpiperidine-4-carbonitrile
| Conditions | Yield |
|---|---|
| With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 60℃; for 24h; | 92% |
| With tetra(n-butyl)ammonium hydrogensulfate In sodium hydroxide |
Chlormethine hydrochloride Chemical Properties
Product Name: Bis(2-chloroethyl)methylaminehydrochloride (CAS NO.55-86-7)
IUPAC Name: 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride
CAS: 55-86-7
Molecular Formula: C5H12Cl3N
Molecular Weight: 192.51
EINECS: 200-246-0
Melting point: 108-111 °C(lit.)
Storage temp.: -20°C
Merck: 13,5798
Enthalpy of Vaporization: 34.9 kJ/mol
Vapour Pressure: 23.9 mmHg at 25°C
Product Categories: Aliphatics; Amines
Chlormethine hydrochloride Uses
Bis(2-chloroethyl)methylaminehydrochloride (CAS NO.55-86-7) is mainly prototype anticancer chemotherapeutic drug which is formerly used as a war gas.
Chlormethine hydrochloride Toxicity Data With Reference
| 1. | sln-dmg-orl 5 mmol/L | MUREAV Mutation Research. 95 (1982),237. | ||
| 2. | dni-hmn:hla 1 µmol/L | MUREAV Mutation Research. 92 (1982),427. | ||
| 3. | msc-mus:lym 20 µg/L | FCTOD7 Food and Chemical Toxicology. 23 (1985),115. | ||
| 4. | ivn-hmn TDLo:400 µg/kg:CNS,BLD | CLPTAT Clinical Pharmacology and Therapeutics. 6 (1965),50. | ||
| 5. | orl-rat LD50:10 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
| 6. | scu-rat LD50:1900 µg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
| 7. | ivn-rat LD50:1100 µg/kg | MEIEDD Merck Index. 10 (1983),822. | ||
| 8. | par-rat LD50:1700 µg/kg | RRCRBU Recent Results in Cancer Research. 52 (1975),76. | ||
| 9. | orl-mus LD50:20 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
| 10. | ipr-mus LD50:2900 µg/kg | NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. 62 (1966),96. | ||
Chlormethine hydrochloride 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. 269.(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 9 (1975),p. 193.(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) . EPA Genetic Toxicology Program.
Chlormethine hydrochloride Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Deadly poison by ingestion, intravenous, subcutaneous, intraperitoneal, and parenteral routes. Experimental teratogenic and reproductive effects. Human systemic effects by intravenous route: nausea or vomiting, reduction in the number of white blood cells and blood platelets. Other experimental reproductive effects. Human mutation data reported.
Safety Information of Bis(2-chloroethyl)methylaminehydrochloride (CAS NO.55-86-7):
Hazard Codes: T+
Risk Statements: 45-46-28-34-42/43
R45:May cause cancer.
R46:May cause heritable genetic damage.
R28:Very toxic if swallowed.
R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements: 53-36/37/39-45
S53:Avoid exposure - obtain special instructions before use. |
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 the label whenever possible.)
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: II
Chlormethine hydrochloride Specification
Bis(2-chloroethyl)methylaminehydrochloride (CAS NO.55-86-7) is also named as Chlormethine hydrochloride ; 1,5-Dichloro-3-methyl-3-azapentanehydrochloride ; 2-Chloro-n-(2-chloroethyl)-n-methylethanaminehydrochlroide ; 2-Chloro-n-(2-chloroethyl)-n-methyl-ethanaminhydrochloride ; Antimit ; Azotoyperite ; Beta,beta'-dichlorodiethyl-n-methylaminehydrochloride ; C6866 ; Caryolysine and so on. Bis(2-Chloroethyl)Methylamine Hydrochloride is usually white to off-white crystals or powder with a fishy odor.
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