Amitriptylinoxide
Basic information
- CAS
4290-60-2- Standard SMILES
C[N+](C)([O-])CCC=C1c2ccccc2CCc2ccccc21- InChIKey
ZPMKQFOGINQDAM-UHFFFAOYSA-N- Molecular formula
- C20H23NO
- Average molar mass
- 293.4 g/mol
- Monoisotopic mass
- 293.17796436
Overview
Amitriptylinoxide is an organic tricyclic compound.
Names & identifiers
- Preferred name
- Amitriptylinoxide
- IUPAC
- N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine oxide
- English name
- amitriptyline N-oxide
- Molecular formula
- C20H23NO
- Molecular weight
- 293.4
Names & synonyms
Amitriptylinoxide4317-14-0Amitriptyline N-oxideEquilibrinAmbivalonamitriptyline-n-oxideAmitriptilinoxidoAmitriptylinoxydeamitriptyline oxideAmitriptylinoxidumTYR2U59WMAJ9.621K
Show more names
D07449Amitriptylinoxide (inn)Amitriptyline Impurity 8Nortriptyline EP Impurity JZPMKQFOGINQDAM-UHFFFAOYSA-NAmitriptyline N-Oxide (Nortriptyline EP Impurity J)Nortriptyline EP Impurity J (Amitriptyline N-Oxide)Nortriptyline Impurity 10 (Nortriptyline EP Impurity J)
DTXSID5019575810,11-dihydro-N,N-dimethyl-5H-dibenzo(a,d)cycloheptene-delta5,gamma-propylamine N-oxideRefChem:112106DTXCID90118249610-112-7N,N-dimethyl-3-(tricyclo(9.4.0.0^(3,8))pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene)propanamine oxideAmitriptylinoxide [INN]3-(10,11-Dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine oxide
Database identifiers
- CAS
4290-60-2、4317-14-0- PubChem CID
- 20313
- DTXSID
DTXSID50195758- ChEMBL
CHEMBL627- ChEBI
CHEBI:135224- UNII
- TYR2U59WMA
- EC Number
- 610-112-7
- Nikkaji
- J9.621K
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 18.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 375
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Metabolite of Amitryptiline
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
LogP3.14
Physicochemical properties
- Melting point
- 228 · 228-230°; mp 102-103°
- Boiling point
- 435.25 °C · 435.25°C (rough estimate)
- Density
- 1.0552 · 1.0552 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- -86 °C · Amber Vial, -86°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- biological source
- synthetic
- Stability
- Light and Temperature Sensitive
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 3
- 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).
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >500
Applications
UsesAmitriptyline 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.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Amitriptylinoxide is an organic tricyclic compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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