| Identification | Back Directory | [Name]
amitriptyline N-oxide | [CAS]
4317-14-0 | [Synonyms]
D07449
amitriptyline N-oxide
Amitriptylinoxide (inn)
Amitriptyline Impurity 8
ZPMKQFOGINQDAM-UHFFFAOYSA-N
Nortriptyline EP Impurity J
Amitriptyline N-Oxide (Nortriptyline EP Impurity J)
Nortriptyline EP Impurity J (Amitriptyline N-Oxide)
Nortriptyline Impurity 10 (Nortriptyline EP Impurity J)
1-?Propanamine, 3-?(10,?11-?dihydro-?5H-?dibenzo[a,?d]?cyclohepten-?5-?ylidene)?-?N,?N-?dimethyl-?, N-?oxide | [Molecular Formula]
C20H23NO | [MDL Number]
MFCD00865378 | [MOL File]
4317-14-0.mol | [Molecular Weight]
293.4 |
| Chemical Properties | Back Directory | [Melting point ]
228-230°; mp 102-103° | [Boiling point ]
435.25°C (rough estimate) | [density ]
1.0552 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
Amber Vial, -86°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Light and Temperature Sensitive |
| Hazard Information | Back Directory | [Originator]
Equilibrin,Nattermann,W. Germany,1980 | [Uses]
Amitriptyline N-oxide is used in biological studies to metabolize drugs by fungi colonizing cadavers using LC-ESI-MS/MS and GC-MS. This compound is also used in the development of antidepressant drugs. | [Definition]
ChEBI: Amitriptylinoxide is an organic tricyclic compound. | [Manufacturing Process]
31.3 g (0.1 mol) of 3-(3'-dimethylaminopropylidene)dibenzo[a,d]cyclohepta-
1,4-diene hydrochloride are dissolved in water, and the free base is liberated
by means of a 28% aqueous solution of sodium hydroxide. The free base is
sucked off, washed with water, and dissolved in 100 ml of methanol. To the
solution are added 31 ml of 30% hydrogen peroxide. After 7 days, the
reaction mixture is diluted with 200 ml of water, and the major part of the
methanol is evaporated in vacuum. The precipitated N-oxide crystals are
filtered off, washed with water, and dried, yielding 27 g of the dihydrate of 3-
(3'-dimethylaminopropylidene)dibenzo[a,d]cyclohepta-1,4-diene N-oxide with
melting point of 102° to 103°C. In dehydrated state the melting point is
228°C to 230°C.
By dissolving the N-oxide in acetone, and bubbling dry hydrogen chlorine gas
through the solution until slightly acid reaction, the hydrochloride of the Noxide
is precipitated as a white crystalline substance with melting point of
172°C to 173.6°C.
The starting material can be prepared in known manner from
dibenzo[a,d]cyclohepta-1,4-diene-5-one by a Grignard reaction with 3-
dimethylaminopropyl magnesium chloride, hydrolysis and dehydration of the
resulting carbinol. | [Therapeutic Function]
Antidepressant | [Safety Profile]
Poison by ingestion,intraperitoneal, and intravenous routes. An experimentalteratogen. Other experimental reproductive effects. Whenheated to decomposition it emits toxic fumes of NOx. |
| Safety Data | Back Directory | [Toxicity]
LD50 in mice, guinea pigs, rabbits, dogs (mg/kg): between 330-460 orally; in mice, rats: 87, 25 i.v.; 320, 110 i.p. (Friehe, Fontaine). |
|
| Company Name: |
Ralington Pharma
|
| Tel: |
+91-7948911722 +91-9687771722 |
| Website: |
www.ralingtonpharma.com |
| Company Name: |
OPULENT PHARMA
|
| Tel: |
+91-9106692785 +91-9106692785 |
| Website: |
www.www.NOWEBSITE |
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
BOC Sciences
|
| Tel: |
16314854226 |
| Website: |
www.bocsci.com |
|