Orphenadrine hydrochloride - CAS 341-69-5
Catalog number:
341-69-5
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C18H23NO.HCl
Molecular Weight:
305.84
COA:
Inquire
Targets:
Others
Description:
A skeletal muscle relaxant used to treat drug-induced parkinsonism and to relieve pain from muscle spasm.
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Purity:
≥98%
Appearance:
White Solid
Synonyms:
dimethyl({2-[(2-methylphenyl)(phenyl)methoxy]ethyl})amine; 2-(phenyl-o-tolylmethoxy)ethyldimethylamine; N,N-Dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine
Solubility:
Soluble in DMSO
Storage:
Store at RT.
MSDS:
Inquire
Application:
Orphenadrine is an anticholinergic with a predominantly central effect and only a weak peripheral effect.
Quality Standard:
Enterprise Standard/EP
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Grams-Kilos
Density:
1.014g/cm3
InChIKey:
QVYRGXJJSLMXQH-UHFFFAOYSA-N
InChI:
1S/C18H23NO/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
Canonical SMILES:
CN(C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1C
Current Developer:
3 M Pharmaceuticals
1.Insights into the Modulation of Dopamine Transporter Function by Amphetamine, Orphenadrine, and Cocaine Binding.
Cheng MH1, Block E2, Hu F3, Cobanoglu MC1, Sorkin A2, Bahar I1. Front Neurol. 2015 Jun 9;6:134. doi: 10.3389/fneur.2015.00134. eCollection 2015.
Human dopamine (DA) transporter (hDAT) regulates dopaminergic signaling in the central nervous system by maintaining the synaptic concentration of DA at physiological levels, upon reuptake of DA into presynaptic terminals. DA translocation involves the co-transport of two sodium ions and the channeling of a chloride ion, and it is achieved via alternating access between outward-facing (OF) and inward-facing states of DAT. hDAT is a target for addictive drugs, such as cocaine, amphetamine (AMPH), and therapeutic antidepressants. Our recent quantitative systems pharmacology study suggested that orphenadrine (ORPH), an anticholinergic agent and anti-Parkinson drug, might be repurposable as a DAT drug. Previous studies have shown that DAT-substrates like AMPH or -blockers like cocaine modulate the function of DAT in different ways. However, the molecular mechanisms of modulation remained elusive due to the lack of structural data on DAT. The newly resolved DAT structure from Drosophila melanogaster opens the way to a deeper understanding of the mechanism and time evolution of DAT-drug/ligand interactions.
2.Selective determination of dimenhydrinate in presence of six of its related substances and potential impurities using a direct GC/MS method.
Belal TS1, Abdel-Hay KM2, Clark CR3. J Adv Res. 2016 Jan;7(1):53-8. doi: 10.1016/j.jare.2015.01.010. Epub 2015 Feb 7.
A novel simple, direct and selective gas chromatography-mass spectrometry (GC/MS) procedure was developed for the determination of the antihistamine drug dimenhydrinate (DMH) in presence of six of its related substances and potential impurities, namely, diphenylmethane, diphenylmethanol, benzophenone, orphenadrine, caffeine and 8-chlorocaffeine. The method involved resolution of the underivatized compounds using a trifluoropropylmethyl polysiloxane (Rtx-200) capillary column and the mass spectrometric detection was carried out in the electron-impact (EI) mode. Excellent baseline separation of DMH and the cited related substances was achieved in less than 15 min. Quantification of the parent drug DMH was based on measuring its peak area. The reliability and analytical performance of the proposed method were validated with respect to linearity, range, precision, accuracy, specificity, robustness, detection and quantification limits. Calibration curve of DMH was linear over the range 50-500 μg/mL with determination coefficient (R (2)) = 0.
3.Application of normalized spectra in resolving a challenging Orphenadrine and Paracetamol binary mixture.
Yehia AM1, Abd El-Rahman MK2. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 5;138:21-30. doi: 10.1016/j.saa.2014.11.025. Epub 2014 Nov 15.
Normalized spectra have a great power in resolving spectral overlap of challenging Orphenadrine (ORP) and Paracetamol (PAR) binary mixture, four smart techniques utilizing the normalized spectra were used in this work, namely, amplitude modulation (AM), simultaneous area ratio subtraction (SARS), simultaneous derivative spectrophotometry (S(1)DD) and ratio H-point standard addition method (RHPSAM). In AM, peak amplitude at 221.6nm of the division spectra was measured for both ORP and PAR determination, while in SARS, concentration of ORP was determined using the area under the curve from 215nm to 222nm of the regenerated ORP zero order absorption spectra, in S(1)DD, concentration of ORP was determined using the peak amplitude at 224nm of the first derivative ratio spectra. PAR concentration was determined directly at 288nm in the division spectra obtained during the manipulation steps in the previous three methods. The last RHPSAM is a dual wavelength method in which two calibrations were plotted at 216nm and 226nm.
4.Status epilepticus caused by nefopam.
Park YS1, Kim YB1, Kim JM2. J Korean Neurosurg Soc. 2014 Nov;56(5):448-50. doi: 10.3340/jkns.2014.56.5.448. Epub 2014 Nov 30.
Nefopam, a centrally acting analgesic, has been used to control postoperative pain. Reported adverse effects are anticholinergic, cardiovascular or neuropsychiatric. Neurologic adverse reactions to nefopam are confusion, hallucinations, delirium and convulsions. There are several reports about fatal convulsive seizures, presumably related to nefopam. A 71-year-old man was admitted for surgery for a lumbar spinal stenosis. He was administered intravenous analgesics : ketorolac, tramadol, orphenadrine citrate and nefopam HCl. His back pain was so severe that he hardly slept for several days; he even needed morphine and pethidine. At 4 days of administration of intravenous analgesics, the patient suddenly started generalized tonic-clonic seizures for 15 seconds, and subsequently, status epilepticus; these were not responsive to phenytoin and midazolam. After 3 days of barbiturate coma therapy the seizures were controlled. Convulsive seizures related to nefopam appear as focal, generalized, myoclonic types, or status epilepticus, and are not dose-related manifestations.
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CAS 341-69-5 Orphenadrine hydrochloride

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