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Merck
CN

E004

3-Hydroxymethyl-β-carboline

Synonym(s):

3-HMC

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About This Item

Empirical Formula (Hill Notation):
C12H10N2O
CAS Number:
Molecular Weight:
198.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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InChI key

CPBYHTDUBNSBQM-UHFFFAOYSA-N

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

form

solid

mp

215-219 °C

Quality Level

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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 E Hoffman et al.
European journal of pharmacology, 106(3), 585-591 (1984-11-27)
There is a need in clinical practice for an antagonist which can reverse the sedative action of benzodiazepines. Recently, 3-hydroxymethyl-beta-carboline (3-HMC) has been reported to inhibit the sleep inducing effects of flurazepam. The effects of flurazepam (0.5, 5 and 50
R F Albrecht et al.
Neuropharmacology, 24(10), 957-963 (1985-10-01)
It has been reported that pentobarbital facilities binding to benzodiazepine receptors binding at anesthetic concentrations and that this action may play a role in the anesthetic potency of this barbiturate. The interaction between pentobarbital and benzodiazepine receptors was tested with

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