Chlorothen
Title: Chlorothen
CAS Registry Number: 148-65-2
CAS Name: N-[(5-Chloro-2-thienyl)methyl]-N¢,N¢-dimethyl-N-2-pyridinyl-1,2-ethanediamine
Additional Names: 2-[(5-chloro-2-thenyl)(2-dimethylaminoethyl)amino]pyridine; N,N-dimethyl-N¢-(2-pyridyl)-N¢-(5-chloro-2-thenyl)ethylenediamine; N,N-dimethyl-N¢-(a-pyridyl)-N¢-(2-methyl-5-chlorothienyl)ethylenediamine; N-5-chloro-2-thienylmethyl-N¢,N¢-dimethyl-N-2-pyridylethylenediamine; chloropyrilene; chloromethapyrilene; chlorothenylpyramine
Molecular Formula: C14H18ClN3S
Molecular Weight: 295.83
Percent Composition: C 56.84%, H 6.13%, Cl 11.98%, N 14.20%, S 10.84%
Literature References: Prepd by the condensation of 5-chloro-2-thenyl chloride and N,N-dimethyl-N¢-(2-pyridyl)ethylenediamine in the presence of sodium or potassium amide: R. C. Clapp et al., J. Am. Chem. Soc. 69, 1549 (1947); L. P. Kyrides, US 2581869 (1952 to Monsanto). Toxicity data: J. C. Castillo et al., J. Pharmacol. Exp. Ther. 96, 388 (1949).
Properties: Liquid. bp1.0 155-156°. Strong base.
Boiling point: bp1.0 155-156°
 
Derivative Type: Hydrochloride
Trademarks: Thenclor
Molecular Formula: C14H18ClN3S.HCl
Molecular Weight: 332.29
Percent Composition: C 50.60%, H 5.76%, Cl 21.34%, N 12.65%, S 9.65%
Properties: Crystals, mp 106-108°. Freely sol in water.
Melting point: mp 106-108°
 
Derivative Type: Citrate
CAS Registry Number: 148-64-1
Trademarks: Tagathen (Lederle)
Molecular Formula: C14H18ClN3S.C6H8O7
Molecular Weight: 487.95
Percent Composition: C 49.23%, H 5.37%, Cl 7.27%, N 8.61%, S 6.57%, O 22.95%
Properties: Crystals, mp 112-116°. On further heating gradually solidifies and remelts 125-140° (dec). uv max: 240 nm (E1%1cm 390-410). One gram dissolves in 35 ml water, in about 65 ml alc. Practically insol in ether, chloroform, benzene. pH of 1% aq soln 3.9 to 4.1. LD50 i.p. in mice: 105 mg/kg (Castillo).
Melting point: mp 112-116°
Absorption maximum: uv max: 240 nm (E1%1cm 390-410)
Toxicity data: LD50 i.p. in mice: 105 mg/kg (Castillo)
 
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic; Ethylenediamine Derivatives.

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