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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

Quality Level

200

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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B Krespan et al.
Brain research, 295(2), 265-274 (1984-03-19)
The actions of the benzodiazepine (BDZ) antagonists 3-hydroxymethyl-beta-carboline (3-HMC), Ro 14-7437 and Ro 15-1788 were tested on single cell activity of rat hypothalamic neurons in tissue cultures and on membrane properties of CA1 hippocampal pyramidal neurons in transverse slices. In
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
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