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6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE

Basic information Safety Supplier Related

6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE Basic information

Product Name:
6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE
Synonyms:
  • SKF 83822 HYDROBROMIDE
  • 6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE
  • 1H-3-Benzazepine-7,8-diol, 6-chloro-2,3,4,5-tetrahydro-1-(3-methylphenyl)-3-(2-propen-1-yl)-
  • SKF 83822 hydrobromi
  • J2.054.792H
CAS:
74115-08-5
MF:
C20H22ClNO2
MW:
343.85
Mol File:
74115-08-5.mol
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6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE Chemical Properties

storage temp. 
Store at RT
form 
Solid
color 
Off-white to gray
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6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE Usage And Synthesis

Uses

SKF 83822 is a dopamine D1-like receptor agonist.

Definition

ChEBI: N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepinium-7,8-diol is a benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a 3-methylphenyl substituent at position 1, an allyl substituent at position 3, a chloro substituent at position 6 and two hydroxy substituents at positions 7 and 8. High affinity, selective dopamine D1-like receptor agonist. Ki values are 3.2, 3.1, 186, 66, 335, 1167, 1251 and 1385 nM at recombinant D1, D5, D2, D3, D4, 5-HT2A, alpha1A and alpha1B receptors respectively. Stimulates adenylyl cyclase (EC50 = 65 nM) but not phosphoinositide hydrolysis. Induces extreme arousal and hyperlocomotion following subcutaneous administration in monkeys. It has a role as a dopamine agonist. It is a benzazepine, a member of catechols, an organochlorine compound and a tertiary amino compound. It is a conjugate acid of a N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepinium-7,8-diol(1+).

Biological Activity

High affinity, selective dopamine D 1 -like receptor agonist. K i values are 3.2, 3.1, 186, 66, 335, 1167, 1251 and 1385 nM at recombinant D 1 , D 5 , D 2 , D 3 , D 4 , 5-HT 2A , α 1A and α 1B receptors respectively. Stimulates adenylyl cyclase (EC 50 = 65 nM) but not phosphoinositide hydrolysis. Induces extreme arousal and hyperlocomotion following subcutaneous administration in monkeys.

6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDESupplier

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