amitriptyline N-oxide
- CAS No.
- 4317-14-0
- Chemical Name:
- amitriptyline N-oxide
- Synonyms
- D07449;amitriptyline N-oxide;Amitriptylinoxide (inn);Amitriptyline Impurity 8;Nortriptyline EP Impurity J;ZPMKQFOGINQDAM-UHFFFAOYSA-N;Amitriptyline N-Oxide (Nortriptyline EP Impurity J);Nortriptyline EP Impurity J (Amitriptyline N-Oxide);Nortriptyline Impurity 10 (Nortriptyline EP Impurity J);3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)propyl]dimethylamine N-oxide (amitriptyline-N-oxide)
- CBNumber:
- CB71386966
- Molecular Formula:
- C20H23NO
- Molecular Weight:
- 293.4
- MDL Number:
- MFCD00865378
- MOL File:
- 4317-14-0.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | TYR2U59WMA |
SAFETY
Risk and Safety Statements
| 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). |
|---|
amitriptyline N-oxide Chemical Properties,Uses,Production
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.
amitriptyline N-oxide Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Xi'an MC Biotech, Co., Ltd. | 029-89275612 +8618991951683 | mcbio_sales@163.com | China | 2255 | 58 |
| sgtlifesciences pvt ltd | +8617013299288 | dj@sgtlifesciences.com | China | 12382 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 14059 | 65 |
| BOC Sciences | 16314854226 | info@bocsci.com | United States | 9926 | 65 |
| Shenzhen SUNGENING Bio-Medical Co., Ltd. | 0755-28967200 13631290199 | wxf@sungening.com | China | 9506 | 60 |
| Shanghai ring qi biological technology co., LTD | 13524106587 | sales@hq-chem.com | China | 225 | 58 |
| Shaanxi Jiandu Pharmaceutical Chemical Co. Ltd. | 029-87576359 17691182729 | 1018@dideu.com | China | 1982 | 58 |
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