Home > Chiral Compounds> (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride

(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride

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Origin: China

Cas No: 145307-34-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 145307-34-2 Formula: C20H28ClNO3 Molecular Weight: 365.89400

Description

A-77636 is a synthetic drug which acts as a selective D1 receptor full agonist. It has nootropic, anorectic, rewarding and antiparkinsonian effects in animal studies, but its high potency and long duration of action causes D1 receptor downregulation and tachyphylaxis, and unlike other D1 full agonists such as SKF-82,958, it does not produce place preference in animals. A-77636 partially substituted for cocaine in animal studies, and has been suggested for use as a possible substitute drug in treating addiction, but it is better known for its use in studying the role of D1 receptors in the brain.

Basic Info

Chemical Name	(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride
Synonyms	A-77636 hydrochloride hydrate; (1R,3S)-3-(1'-adamantyl)-1-aminomethyl-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrochloride;
CAS No.	145307-34-2
Molecular Formula	C20H28ClNO3
Molecular Weight	365.89400
PSA	75.71000
LogP	4.75760

Properties

Boiling Point	515.3ºC at 760 mmHg
Flash Point	265.5ºC
Storage Condition	-20ºC
Vapor Pressure	3.06E-11mmHg at 25°C

Synthesis Route

(1S,3R)-3-(1'-adamantyl)-1-(aminomethyl)-5,6-(cyclohexylidenedioxy)-3,4-dihydro-1H-2-benzopyran→(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride
1-(adamantan-1-yl)-2-(spiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-4-yl)ethan-1-one→(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride
Oxirane, tricyclo[3.3.1.13,7]dec-1-yl-, (R)-→(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride

Precursor

1-(adamantan-1-yl)-2-(spiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-4-yl)ethan-1-one
(1S,3R)-3-(1'-adamantyl)-1-(aminomethyl)-5,6-(cyclohexylidenedioxy)-3,4-dihydro-1H-2-benzopyran

Oxirane, tricyclo[3.3.1.13,7]dec-1-yl-, (R)-

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