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Merck
CN

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:
Molecular Weight:
198.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
N Naughton et al.
Life sciences, 36(23), 2239-2245 (1985-06-10)
It is reported that benzodiazepines such as diazepam will stimulate the opiate receptor system and that B-carboline drugs, which are benzodiazepine antagonists, may interact with opiate receptors directly. The ability of 3-hydroxymethyl-B-carboline (3-HMC) to antagonize several parameters of fentanyl anesthesia
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
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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