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Key Documents

H156

Sigma-Aldrich

(+)-3-Hydroxymorphinan hydrobromide

neurotrophic to dopaminergic neurons

Synonym(s):

(+)-9α,13α,14α-Morphinan-3-ol

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About This Item

Empirical Formula (Hill Notation):
C16H21NO · HBr
CAS Number:
Molecular Weight:
324.26
UNSPSC Code:
12352204
PubChem Substance ID:

description

neurotrophic to dopaminergic neurons

Quality Level

assay

≥98% (HPLC)

form

powder

drug control

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

SMILES string

Br.Oc1ccc2C[C@@H]3NCC[C@]4(CCCC[C@H]34)c2c1

InChI

1S/C16H21NO.BrH/c18-12-5-4-11-9-15-13-3-1-2-6-16(13,7-8-17-15)14(11)10-12;/h4-5,10,13,15,17-18H,1-3,6-9H2;1H/t13-,15+,16+;/m1./s1

InChI key

LJAQABDSIONCIU-KHUAAREISA-N

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Eun-Joo Shin et al.
Journal of pharmacological sciences, 106(1), 22-27 (2008-01-17)
Drug abuse involving dextromethorphan, an antitussive, has been a social problem in various geographic locations since the 1960s. Ironically, high doses of the drug confer neuroprotective activity with central nervous system and behavioral effects. Accumulating evidence suggests that metabolism to
Timothy S Tracy et al.
American journal of obstetrics and gynecology, 192(2), 633-639 (2005-02-08)
The purpose of this study was to determine whether drug metabolism (CYP1A2, CYP2D6 and CYP3A) activity varies in the pregnant state compared with the nonpregnant state. Subjects were studied at 14 to18 weeks of gestation, 24 to 28 weeks of
Tzu-Yu Lin et al.
Neurochemistry international, 54(8), 526-534 (2009-05-12)
Dextromethorphan (DM), a widely used antitussive, has demonstrated an effective neuroprotective effect. Excessive release of glutamate is considered to be an underlying cause of neuronal damage in several neurological diseases. In the present study, we investigated whether DM or its
S J Vetticaden et al.
Pharmaceutical research, 6(1), 13-19 (1989-01-01)
Polymorphic differences in dextromethorphan metabolism were observed in three studies conducted in a total of 44 subjects (of Dutch origin) administered 60 mg dextromethorphan hydrobromide as an OROS tablet. Mean plasma dextromethorphan (DM) concentrations after a single dose and at
Jong Yup Kim et al.
Chemical & pharmaceutical bulletin, 56(7), 985-987 (2008-07-02)
Dimemorfan (DF) has been known to possess neuroprotective properties. While this promising compound deserves further biological evaluation, synthetic methods have not improved since Murakami group unveiled the synthetic efforts in 1972. Herein a succinct synthesis toward DF from commercially available

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