GALAMUSTINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H19Cl2NO5
Molecular Weight	304.1678
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H](CN(CCCl)CCCl)[C@H](O)[C@H](O)[C@@H](O)C=O

InChI

InChIKey=LXKPSLUQJMAWQY-XFWSIPNHSA-N

InChI=1S/C10H19Cl2NO5/c11-1-3-13(4-2-12)5-7(15)9(17)10(18)8(16)6-14/h6-10,15-18H,1-5H2/t7-,8+,9+,10-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C10H19Cl2NO5
Molecular Weight	304.1678
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://cancerres.aacrjournals.org/content/canres/47/3/696.full.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2621574 | https://www.ncbi.nlm.nih.gov/pubmed/1525389

Galamustine (C6-galactose mustard or C6-GLM ) is a compound that has demonstrated anti-cancer activity. Its effect on cell growth and cell cycle kinetics was studied in leukemia. Because less bone marrow toxicity was reported for this compound compared to nitrogen mustard, the development of galamustine for clinical trials in humans was considered.

Originator

Approval Year

PubMed

Title	Date	PubMed
6-bis-(2-chloroethyl)amino-6-deoxy-D-galactopyranose hydrochloride: synthesis, chemical characterization, murine P388 antitumor activity, and bone marrow toxicity.	1989-11	2621574
6-[Bis(2-chloroethyl)amino]-6-deoxygalactopyranose hydrochloride (C6-galactose mustard), a new alkylating agent with reduced bone marrow toxicity.	1987-02-01	3802075

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:24:54 GMT 2025` Edited by `admin` on `Mon Mar 31 18:24:54 GMT 2025`
Record UNII	P771FDQ1WJ
Record Status	`FAILED`
Record Version

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Name

Type

Language

galamustine [INN]

Preferred Name

English

GALAMUSTINE

Official Name

English

(2R,3S,4S,5R)-6-(BIS(2-CHLOROETHYL)AMINO)-2,3,4,5-TETRAHYDROXYHEXANAL

Systematic Name

English

(3R,4S,5R,6R)-6-((BIS(2-CHLOROETHYL)AMINO)METHYL)TETRAHYDRO-2H-PYRAN-2,3,4,5-TETRAOL

Systematic Name

English

6-(BIS(2-CHLOROETHYL)AMINO)-6-DEOXY-D-GALACTOPYRANOSE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C697