3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene
- Product Name
- 3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene
- CAS No.
- 13669-70-0
- Chemical Name
- 3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene
- Synonyms
- NEFOPAM;Nefopan;Nefopami;fenazoxine;HCL Nefopam;(?)-Nefopam;NEFOPAMI HCL;Induced insect;Nefopam HCL CP2000;Nefopanhydrochloride
- CBNumber
- CB2379272
- Molecular Formula
- C17H19NO
- Formula Weight
- 253.34
- MOL File
- 13669-70-0.mol
3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene Property
- Boiling point:
- 396.54°C (rough estimate)
- Density
- 1.0078 (rough estimate)
- refractive index
- 1.5400 (estimate)
- storage temp.
- 2-8°C
- pka
- 9.16±0.70(Predicted)
- CAS DataBase Reference
- 13669-70-0(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- orb134818
- Product name
- Nefopanhydrochloride
- Purity
- >99%
- Packaging
- 100mg
- Price
- $510
- Updated
- 2021/12/16
- Product number
- API0003526
- Product name
- NEFOPAM
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $675.15
- Updated
- 2021/12/16
- Product number
- orb134818
- Product name
- Nefopanhydrochloride
- Purity
- >99%
- Packaging
- 250mg
- Price
- $912.9
- Updated
- 2021/12/16
- Product number
- orb134818
- Product name
- Nefopanhydrochloride
- Purity
- >99%
- Packaging
- 1g
- Price
- $1504.5
- Updated
- 2021/12/16
- Product number
- API0003526
- Product name
- NEFOPAM
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1697.85
- Updated
- 2021/12/16
3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene Chemical Properties,Usage,Production
Originator
Ajan,Kettelhack Riker,W. Germany,1976
Uses
Nefopam is a non-opioid non-steroidal centrally acting analgesic.
Definition
ChEBI: 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine is a member of the class of benzoxazocines that is 3,4,5,6-tetrahydro-1H-2,5-benzoxazocine substituted by phenyl and methyl groups at positions 1 and 5 respectively. It is a benzoxazocine and a tertiary amino compound.
Manufacturing Process
The starting material is prepared by reacting 2-benzoylbenzoic acid with
thionyl chloride and then with 2-methylaminoethanol. 20.0 grams (0.07 mol)
of N-(2-hydroxyethyl)-N-methyl-o-benzoylbenzamide is suspended in 100 ml
tetrahydrofuran and then slowly added in small portions to a solution of 5.5
grams (0.14 mol) of lithium aluminum hydride in 150 ml tetrahydrofuran with
cooling and stirring. The mixture is then refluxed for 18 hours, cooled and
then to it is successively added 5.5 ml water, 5.5 ml of 3.75 N sodium
hydroxide and 16 ml water. After removal of precipitated salts by filtration, the
solution remaining is concentrated under reduced pressure and the residue
dried to yield 19.5 grams of crude product. Yield after conversion to the
hydrochloride salt and recrystallization is 17.0 grams (89%), MP 128° to
133°C.
5-methyl-1-phenyl-1,3,4,6-tetrahydro-5H-benz[f] -2,5-oxazocine is prepared
as follows. 3.0 grams (0.011 mol) of 2-([N-(2-hydroxyethyl)-Nmethyl]amino)methylbenzhydrol, prepared as described above, 3.0 grams ptoluenesulfonic acid and 15 ml benzene are heated together with stirring until
all the benzene is distilled off. The residual oil is heated to 105°C and held at
this temperature for 1 hour, then cooled and dissolved in 30 ml water. This
aqueous solution is then basified to pH 10.0 with 12 N sodium hydroxide,
extracted with ether, and the extracts washed with water, dried over
anhydrous sodium sulfate and the solvent removed under reduced pressure.
The 2.26 grams (81%) oil remaining is converted to the hydrochloride salt, MP
238° to 242°C.
brand name
Acupan (3M Pharmaceuticals).
Therapeutic Function
Muscle relaxant, Antidepressant
Clinical Use
Nefopam is a centrally acting analgesic without opioid properties. It induces inhibition of NA and 5-HT reuptake and has antimuscarinic and sympatomimetic actions which all might be relevant for its analgesic action. Nefopam is used orally and parenterally for the treatment of moderately severe pain. Side effects are nausea, vomiting, sweating, nervousness, tachycardia, and occasionally convulsions. Nefopam should not be used in combination with MAO inhibitors.
3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene manufacturers
- Product
- Nefopam 13669-70-0
- Price
- US $120.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 8000
- Release date
- 2023-07-21
- Product
- Nefopam 13669-70-0
- Price
- US $0.00/ASSAYS
- Min. Order
- 100ASSAYS
- Purity
- 99.99%
- Supply Ability
- 10000
- Release date
- 2021-09-03
- Product
- 3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene 13669-70-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-06-16