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N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide
A hydrobromide salt prepared from N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol and one equivalent of hydrogen bromide. 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.


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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > prodrug [CHEBI:50266] > N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 dopaminergic agent [CHEBI:48560] (99) 
 dopamine agonist [CHEBI:51065] (26) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 prodrug [CHEBI:50266] (88) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 halogen molecular entity [CHEBI:24471] (1475) 
 bromine molecular entity [CHEBI:22928] (199) 
 bromide salt [CHEBI:22925] (45) 
 organic bromide salt [CHEBI:48369] (33) 
 hydrobromide [CHEBI:48367] (13) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
 halide [CHEBI:37578] (1402) 
 halide salt [CHEBI:33958] (423) 
 bromide salt [CHEBI:22925] (45) 
 organic bromide salt [CHEBI:48369] (33) 
 hydrobromide [CHEBI:48367] (13) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 salt [CHEBI:24866] (931) 
 organic salt [CHEBI:24868] (775) 
 organic halide salt [CHEBI:51069] (386) 
 organic bromide salt [CHEBI:48369] (33) 
 hydrobromide [CHEBI:48367] (13) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
 halide salt [CHEBI:33958] (423) 
 bromide salt [CHEBI:22925] (45) 
 organic bromide salt [CHEBI:48369] (33) 
 hydrobromide [CHEBI:48367] (13) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
 halide [CHEBI:37578] (1402) 
 halide salt [CHEBI:33958] (423) 
 bromide salt [CHEBI:22925] (45) 
 organic bromide salt [CHEBI:48369] (33) 
 hydrobromide [CHEBI:48367] (13) 
 N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide [CHEBI:64002] (1)
ChEBI Compound Accession Identifier  [CHEBI:64002]
ChEBI Compound Description  A hydrobromide salt prepared from N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol and one equivalent of hydrogen bromide. 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.
ChEBI Compound Identification Number  64002
ChEBI InChI Value  "InChI=1S/C20H22ClNO2.BrH/c1-3-8-22-9-7-15-16(11-18(23)20(24)19(15)21)17(12-22)14-6-4-5-13(2)10-14;/h3-6,10-11,17,23-24H,1,7-9,12H2,2H3;1H"
ChEBI InChIKey Value  CFWPKYBBXBANLU-UHFFFAOYSA-N
ChEBI Compound Name  N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide
ChEBI SMILES Value  Br.Cc1cccc(c1)C1CN(CCc2c1cc(O)c(O)c2Cl)CC=C
ChEBI Substance ID  135610668
ChEBI URL  ChEBI:64002
ChemSpider ID  24605935
Ontomatica Chemical Accession Key (OnChAKey)  CFWPKYBBXBANLU_UHFFFAOYSA_N_000_000000
PubChem Compound ID  12909789