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SML0909

Sigma-Aldrich

Nefopam hydrochloride

≥98% (HPLC)

Synonym(s):

3,4,5,6-Tetrahydro-5-methyl-1-phenyl-1H-2,5-benzoxazocine hydrochloride, 5-Methyl-1-phenyl-1,3,4,6-tetrahydro-5H-benz[f]-2,5-oxazocine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19NO · HCl
CAS Number:
23327-57-3
Molecular Weight:
289.80
EC Number:
245-585-5
MDL number:
MFCD00012750
UNSPSC Code:
12352200
PubChem Substance ID:
329825616
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

mp

260 °C (dec.) (lit.)

solubility

H2O: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

Cl.CN1CCOC(c2ccccc2)c3ccccc3C1

InChI

1S/C17H19NO.ClH/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18;/h2-10,17H,11-13H2,1H3;1H

InChI key

CNNVSINJDJNHQK-UHFFFAOYSA-N

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Application

Nefopam hydrochloride has been used as a standard for the quantitative determination of tramadol by gas chromatography–mass spectrometry (GC/MS).

Biochem/physiol Actions

Nefopam is a centrally-acting analgesic drug of the benzoxazocine chemical class. Nefopam is a non-opioid, but has a potentiating effect on morphine and other opioids. Its mechanism of action is not certain, but may involve its action as a dopamine/serotonin/norepinephrine reuptake inhibitor.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mirosław Czuczwar et al.
Pharmacological reports : PR, 63(3), 690-696 (2011-08-23)
Nefopam is a centrally acting non-opioid analgesic with a mechanism of action that is not completely understood. Adverse effects associated with the therapeutic use and overdose of nefopam are mainly associated with the central nervous system, such as hallucinations, cerebral
F Lamazou et al.
Gynecologie, obstetrique & fertilite, 38(4), 278-282 (2010-04-07)
We report the case of a 21-year-old pregnant women (36 WA) presenting intensive headaches and visual disturbances. Those sellar compression symptoms have made us suppose the diagnosis of autoimmune hypophysitis. MRI has confirmed the typical aspect of symmetric enlargement of
G Chanques et al.
British journal of anaesthesia, 106(3), 336-343 (2011-01-06)
Pain management is challenging in intensive care unit (ICU) patients. The analgesic efficacy, tolerance, and haemodynamic effects of nefopam have never been described in critically ill patients. In consecutive medical-surgical ICU patients who received 20 mg of nefopam i.v. over
Validation of a GC/MS method for the determination of tramadol in human plasma after intravenous bolus?
Veniero Gambaro
Il Farmaco (Societa Chimica Italiana : 1989), 58(9) (2003)
Deborah E Kerr et al.
Emergency medicine journal : EMJ, 27(5), 407-408 (2010-04-03)
Nefopam hydrochloride (Acupan) is a potent non-opioid analgesic widely used for the relief of moderate to severe postoperative pain. The drug is generally well tolerated, but it has a broad spectrum of side effects including tachycardia, sweating, nausea, seizures and
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