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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:
341-69-5
Molecular Weight:
305.84
Beilstein:
3745818
EC Number:
206-435-4
MDL number:
MFCD00012480
UNSPSC Code:
12352100
PubChem Substance ID:
57652570
NACRES:
NA.22

Assay

≥98.0% (AT)

form

powder

mp

160-164 °C

functional group

amine

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

Gene Information

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRIN3A(116443) , GRIN3B(116444) , HRH1(3269) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335) , SLC6A2(6530)

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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
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2674
BCBS5264V
BCBM3941V
BCBH4323V
BCBB3303V

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Konrad Rejdak et al.
Brain research bulletin, 84(6), 389-393 (2011-01-29)
The current study was aimed to assess the convulsant potency of orphenadrine (ORPH) in rats together with a screen of different conventional antiepileptic drugs (AEDs) on their efficacy to suppress it. ORPH was administered intraperitoneally (i.p.) in doses of 50-80
Bismi Edwin et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 838-846 (2012-08-21)
Vibrational spectral analysis and quantum chemical computations based on density functional theory have been performed on the anti-neuro-degenerative drug Orphenadrine hydrochloride. The geometry, intermolecular hydrogen bond, and harmonic vibrational frequencies of the title molecule have been investigated with the help
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
[Interaction of drugs with the primary disease - when medicines exacerbate illnesses].
Anne Taegtmeyer et al.
Praxis, 101(6), 363-370 (2012-03-16)
Jean-François Desaphy et al.
Pain, 142(3), 225-235 (2009-02-17)
Orphenadrine is a drug acting on multiple targets, including muscarinic, histaminic, and NMDA receptors. It is used in the treatment of Parkinson's disease and in musculoskeletal disorders. It is also used as an analgesic, although its mechanism of action is
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