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E004

Sigma-Aldrich

3-Hydroxymethyl-β-carboline

Synonym(s):

3-HMC

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About This Item

Empirical Formula (Hill Notation):
C12H10N2O
CAS Number:
65474-79-5
Molecular Weight:
198.22
MDL number:
MFCD00055074
UNSPSC Code:
12352100
PubChem Substance ID:
329798936
NACRES:
NA.22

form

solid

mp

215-219 °C

SMILES string

OCc1cc2c(cn1)[nH]c3ccccc23

InChI

1S/C12H10N2O/c15-7-8-5-10-9-3-1-2-4-11(9)14-12(10)6-13-8/h1-6,14-15H,7H2

InChI key

CPBYHTDUBNSBQM-UHFFFAOYSA-N

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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3-hydroxymethyl-beta-carboline antagonizes some pharmacologic actions of diazepam.
P Skolinick et al.
European journal of pharmacology, 69(4), 525-527 (1981-02-19)
Do benzodiazepine receptors play a role in sleep regulation? Studies with the benzodiazepine antagonist, 3-hydroxymethyl-beta-carboline (3-HMC).
W B Mendelson et al.
Progress in clinical and biological research, 90, 253-261 (1982-01-01)
W B Mendelson et al.
Science (New York, N.Y.), 219(4583), 414-416 (1983-01-28)
The benzodiazepine receptor antagonist 3-hydroxymethyl-beta-carboline, which blocks several of the pharmacological actions of benzodiazepines, induces a dose-dependent increase in sleep latency in the rat. Furthermore, at a low dose that by itself does not affect sleep, 3-hydroxymethyl-beta-carboline blocks sleep induction
W B Mendelson
Psychiatric developments, 2(3), 161-177 (1984-01-01)
The discovery of high affinity, stereoselective binding sites for benzodiazepines (BZ) was a major step in understanding the molecular mechanism by which these widely used sedative/hypnotics exert their various pharmacologic effects. It has become clear that the BZ receptor complex
H E Shannon et al.
The Journal of pharmacology and experimental therapeutics, 246(1), 275-281 (1988-07-01)
Rats were trained to discriminate between saline and 1.0 mg/kg of diazepam in a two-choice procedure where responding was maintained under a fixed-ratio, 5-response schedule of stimulus shock termination. beta-Carboline-3-carboxylate-methyl ester (beta CCM), beta-carboline-3-carboxylate-ethyl ester (beta CCE) and beta-carboline-3-carboxylate-t-butyl ester
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