epichlorohydrin

Synonyms: "epichlorhydrin", "2-(chloromethyl)oxirane", "1-chloro-2,3-epoxypropane", "glycidyl chloride", "chloropropylene oxide"

Source: epichlorohydrin is mainly used in the production of epoxy resins.

Identifiers:

IUPAC Name: 2-(chloromethyl)oxirane
CAS Number: 106-89-8
PubChem ID: 7835
InChiKey: BRLQWZUYTZBJKN-UHFFFAOYSA-N
Canonical SMILES: C1C(O1)CCl

Structural Properties:

Molecular Formula: C₃H₅ClO
Molecular Weight: 92.524

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 1
Number of atoms different from hydrogen: 5

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Cooper ERA, Jones AR, Jackson H. 1974. Effects of alpha-chlorohydrin and related compounds on the reproductive organs and fertility of the male rat. J Reprod Fertil 38(2):379-386.

John JA, Quast JF, Murray FJ, Calhoun LG, Staples RE. 1983. Inhalation toxicity of epichlorohydrin: effects on fertility in rats and rabbits. Toxicol Appl Pharmacol 68(3):415-423.

Kluwe WM, Gupta BN, Lamb JC 4th. 1983. The comparative effects of 1,2-dibromo-3-chloropropane (DBCP) and its metabolites, 3-chloro-1,2-propaneoxide (epichlorohydrin), 3-chloro-1,2- propanediol (alphachlorohydrin), and oxalic acid, on the urogenital system of male rats. Toxicol Appl Pharmacol 70(1):67-86.

Slott VL, Suarez JD, Simmons JE, Perreault SD. 1990. Acute inhalation exposure to epichlorohydrin transiently decreases rat sperm velocity. Fundam Appl Toxicol 15(3):597-606.

Toth GP, Zenick H, Smith MK. 1989. Effects of epichlorohydrin on male and female reproduction in Long- Evans rats. Fundam Appl Toxicol 13(1):16-25.