Nefopam

Modify Date: 2025-08-26 19:59:37

Nefopam Structure
Nefopam structure
Common Name Nefopam
CAS Number 13669-70-0 Molecular Weight 253.339
Density 1.1±0.1 g/cm3 Boiling Point 369.5±37.0 °C at 760 mmHg
Molecular Formula C17H19NO Melting Point N/A
MSDS N/A Flash Point 109.0±28.8 °C

 Use of Nefopam


Nefopam (Fenazoxine) is an orally active, non-opioid and non-steroidal centrally acting analgesic agent. Nefopam blocks voltage-sensitive sodium channels (IC50=27 µM) and modulates glutamatergic transmission in rodents. Nefopam can be used in studies of neuropathic pain, anticonvulsant, as well as the prevention of postoperative shivering and hiccups[1][2][3].

 Names

Name 3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene
Synonym More Synonyms

 Nefopam Biological Activity

Description Nefopam (Fenazoxine) is an orally active, non-opioid and non-steroidal centrally acting analgesic agent. Nefopam blocks voltage-sensitive sodium channels (IC50=27 µM) and modulates glutamatergic transmission in rodents. Nefopam can be used in studies of neuropathic pain, anticonvulsant, as well as the prevention of postoperative shivering and hiccups[1][2][3].
Related Catalog
In Vitro Nefopam (0.1-100 µM; 15 min) inhibits the uptake of 22Na in a concentration-dependent manner in SK-N-SH cells[1]. Cell Viability Assay[1] Cell Line: SK-N-SH cells Concentration: 0.1-100 µM Incubation Time: 15 min (preincubate) Result: Inhibited the uptake of 22Na with an IC50 value of 27 µM.
In Vivo Nefopam (0-10 mg/kg; i.v.; single) protects mice against electroshock induced seizures[1].Nefopam (10, 30, 60 mg/kg; i.p.; single) shows a dose-dependent attenuation of mechanical allodynia and decreased neurokinin-1 receptor concentration in vincristine-induced peripheral neuropathy model[2]. Animal Model: Adult male NMRI mice (25-30 g; 6 to7-week-old; electroshock-induced seizures model)[1] Dosage: 0-10 mg/kg Administration: Intravenous injection; single Result: Produced dose-dependent protection against maximal electroshock seizures in mice with an ED50 of 3.8 (2.9-5.1) mg/kg. Animal Model: Adult male mice (10-week-old; 25-30 g; vincristine-induced peripheral neuropathy model)[2]. Dosage: 10, 30, 60 mg/kg Administration: Intraperitoneal injection; single Result: Significantly decreased the percentage of NK1 receptors in the spinal cord at dosage of 60 mg/kg. Showed a sustained increase in paw withdrawal threshold against mechanical stimuli.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 369.5±37.0 °C at 760 mmHg
Molecular Formula C17H19NO
Molecular Weight 253.339
Flash Point 109.0±28.8 °C
Exact Mass 253.146667
PSA 12.47000
LogP 3.44
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.564
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DM4210000
CHEMICAL NAME :
1H-2,5-Benzoxazocine, 3,4,5,6,7-tetrahydro-5-methyl-1-phenyl-
CAS REGISTRY NUMBER :
13669-70-0
LAST UPDATED :
199703
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C17-H19-N-O
MOLECULAR WEIGHT :
253.37
WISWESSER LINE NOTATION :
T68 HN KO&TJ H1 LR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Cardiac - change in rate
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 283,1508,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
17 mg/kg
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - excitement Cardiac - pulse rate increase, without fall in BP
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 283,1508,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4198424
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation)
REFERENCE :
DDEVD6 Drug Development and Evaluation. (Gustav Fischer Verlag, Postfach 720143, D-7000 Stuttgart 70, Fed. Rep. Ger.) V.1- 1977- Volume(issue)/page/year: 3,10,1979

 Safety Information

HS Code 2933990090

 Synthetic Route

~98%

Nefopam Structure

Nefopam

CAS#:13669-70-0

Literature: ARAKIS LTD. Patent: WO2005/56539 A2, 2005 ; Location in patent: Page/Page column 3 ;

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Nefopam Structure

Nefopam

CAS#:13669-70-0

Literature: Australian Journal of Chemistry, , vol. 35, # 11 p. 2307 - 2314

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Nefopam Structure

Nefopam

CAS#:13669-70-0

Literature: Australian Journal of Chemistry, , vol. 35, # 11 p. 2307 - 2314

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Nefopam Structure

Nefopam

CAS#:13669-70-0

Literature: Australian Journal of Chemistry, , vol. 35, # 11 p. 2307 - 2314

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

5-Methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine
Sinalgico
EINECS 237-148-2
5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine hydrochloride
5-Methyl-1-phenyl-3,4,5,6-tetrahydro-1H-benzo[f][1,4]oxazocine
Ajan
1H-2,5-Benzoxazocine, 3,4,5,6-tetrahydro-5-methyl-1-phenyl-
3,4,5,6-Tetrahydro-5-methyl-1-phenyl-1H-2,5-benzoxazocine
Nefopam
MFCD00056181
Acupan
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