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75517

Sigma-Aldrich

Orphenadrine hydrochloride

≥98.0% (AT)

Synonym(s):

β-Dimethylaminoethyl 2-methylbenzhydryl ether hydrochloride, N,N-Dimethyl-2-(2-methylbenzhydryloxy)ethylamine hydrochloride, o-Methyldiphenhydramine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H23NO · HCl
CAS Number:
Molecular Weight:
305.84
Beilstein:
3745818
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (AT)

form

powder

mp

160-164 °C

functional group

amine
ether
phenyl

SMILES string

Cl.CN(C)CCOC(c1ccccc1)c2ccccc2C

InChI

1S/C18H23NO.ClH/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16;/h4-12,18H,13-14H2,1-3H3;1H

InChI key

UQZKYYIKWZOKKD-UHFFFAOYSA-N

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Biochem/physiol Actions

Muscarinic receptor antagonist; H1 histamine receptor antagonist; muscle relaxant. Orphenadrine has also been reported to inhibit the noradrenergic transporter and to block the NMDA receptor ion channel.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Pål Gjerden et al.
British journal of clinical pharmacology, 68(2), 238-242 (2009-08-22)
Extrapyramidal side-effects induced by antipsychotic drugs are treated with dose reduction or substitution with another antipsychotic drug or by the addition of anticholinergic antiparkinson agents. The withdrawal of orphenadrine from the Norwegian market provided a possibility to investigate to what
Effect of warnings in a medical journal on the use of orphenadrine.
Pål Gjerden et al.
Journal of evaluation in clinical practice, 14(4), 615-617 (2008-05-09)
Yan-Chiao Mao et al.
Human & experimental toxicology, 29(11), 961-963 (2010-03-05)
Intoxication by orphenadrine is uncommon. The clinical features consist of both central and peripheral anticholinergic effects. Ingestion of 2 to 3 g orphenadrine in an adult has been associated with fatality. A 46-year-old female was brought to our emergency department
Hans Gombotz et al.
Wiener medizinische Wochenschrift (1946), 160(19-20), 526-534 (2010-10-05)
Multimodal pain management combines analgesics to improve analgesia and reduce side effects. This study investigates the fixed combination of diclophenac and orphenadrin (Neodolpasse(®) Infusion Solution) in patients after unilateral total hip arthroplasty (THA). This prospective, randomized, double-blind, placebo-controlled, multi-centre clinical
Marianna Borsodi et al.
Orvosi hetilap, 149(39), 1847-1852 (2008-09-23)
The authors compared the potency, safety and tolerability of combined infusion containing non-steroid anti-inflammation diclofenac and central muscle relaxant orphenadrine, and those of tramadol HCl, during postoperative pain relief after low and middle category operations. The test was an open

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