ChemicalBook--->CAS DataBase List--->93413-62-8

93413-62-8

93413-62-8 Structure

93413-62-8 Structure
IdentificationBack Directory
[Name]

O-Desmethylvenlafaxine
[CAS]

93413-62-8
[Synonyms]

DVS 233
Wy-45233
desvenlafaxine
Desvenlafaxine Base
Desmethylvenlafaxine
O-desMethylvenlafaxin
O-Desmethylvenlafaxine
DL-O-Desmethylvenlafaxin
Desvenlafaxine impurity C
O-Desmethylvenlafaxine(DL)
O-DESMETHYL VENLAFAXINE-D10
O-Desmethylvenlafaxine solution
Venlafaxine O-DesMethyl IMpurity
Desvenlafaxine(O-Desnethylvenfaxine)
O-DesMethyl Venlafaxine Hydrochloride
Desvenlafaxine (O-DesMethyl venlafaxine)
Venlafaxine-d10 HCl O-Desmethyl Venlafaxine-d10
4-[2-(Dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol
1-[1-(4-Hydroxyphenyl)-2-dimethylaminoethyl]cyclohexanol
4-[1-(1-Hydroxycyclohexyl)-2-(dimethylamino)ethyl]phenol
Phenol,4-[2-(diMethylaMino)-1-(1-hydroxycyclohexyl)ethyl]-
[EINECS(EC#)]

200-659-6
[Molecular Formula]

C16H25NO2
[MDL Number]

MFCD00871934
[MOL File]

93413-62-8.mol
[Molecular Weight]

263.38
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

208-213°C
[Boiling point ]

403.8±25.0 °C(Predicted)
[density ]

1.115±0.06 g/cm3(Predicted)
[Fp ]

9℃
[storage temp. ]

-20°C Freezer
[solubility ]

insoluble in EtOH; ≥13.2 mg/mL in DMSO; ≥2.45 mg/mL in EtOH
[form ]

neat
[pka]

10.04±0.26(Predicted)
[color ]

White to off-white
[Major Application]

clinical testing
[InChI]

1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3
[InChIKey]

KYYIDSXMWOZKMP-UHFFFAOYSA-N
[SMILES]

N(CC(C2(CCCCC2)O)c1ccc(cc1)O)(C)C
[LogP]

0.33 at 25℃ and pH6
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A metabolite of Venlafaxine (V120000), a selective serotonin noradrenaline reuptake inhibitor (SNRI). Used as an antidepressant.
[Uses]

a metabolite of Venlafaxine .;Labeled Venlafaxine, intended for use as an internal standard for the quantification of Venlafaxine by GC- or LC-mass spectrometry.
[Uses]

A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant
[Definition]

ChEBI: A tertiary amino compound that is N,N-dimethylethanamine substituted at position 1 by a 1-hydroxycyclohexyl and 4-hydroxyphenyl group. It is a metabolite of the drug venlafaxine.
[Description]

Desvenlafaxine is a new member of the SNRI class of antidepressants. It is marketed as an extended release tablet for once-daily oral treatment of MDD in adult patients. Desvenlafaxine (O-desmethylvenlafaxine) is the major active metabolite of the previously marketed antidepressant venlafaxine (Effexor). Similar to venlafaxine, desvenlafaxine is a more potent inhibitor of serotonin and norepinephrine reuptake (IC50=47 and 531 nM, respectively) than that of dopamine (62% inhibition at 100 mM) in in vitro studies. It does not have significant in vitro affinity for other neurotransmitter reporters such as a1-adrenergic, H1-histaminergic, or muscarine-cholinergic receptors. Desvenlafaxine is marketed as a racemic mixture. Specific pharmacological properties of the enantiomers of desvenlafaxine have not been reported.
[Originator]

Wyeth (United States)
[Brand name]

Pristiq
[General Description]

An analytical reference standard applicable for use as starting material in calibrators or controls for a variety of LC/MS or GC/MS applications such as urine drug testing, forensic analysis, or clinical toxicology. Also known as desvenlafaxine, O-desmethylvenlafaxine is an SNRI antidepressant marketed under the trade name Pristiq? for the treatment of depression. O-desmethylvenlafaxine is also a major urinary metabolite of venlafaxine, an SNRI antidepressant sold as Effexor? or Efexor and used to treat major depressive disorder, generalized anxiety disorder, and other anxiety disorders associated with depression.
[Synthesis]

Desvenlafaxine is chemically derived from 4-benzyloxyphenylacetic acid, by first converting to the acid chloride with oxalyl chloride and then condensing with dimethylamine to produce the corresponding N,N-dimethyl amide. Deprotonation of the amide with butyllithium, followed by condensation with cyclohexanone gives a b-hydroxyamide intermediate, which is reduced with alane, and debenzylated by using palladium on carbon and 1,4-cyclohexadiene to produce desvenlafaxine.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Hazard Codes ]

F,T,Xi
[Risk Statements ]

11-23/24/25-39/23/24/25-36
[Safety Statements ]

7-16-36/37-45-26
[RIDADR ]

UN1230 - class 3 - PG 2 - Methanol, solution
[WGK Germany ]

3
[RTECS ]

GV8872620
[REACH Registrations]

Active
[HS Code ]

29225090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
[Hazardous Substances Data]

93413-62-8(Hazardous Substances Data)
Spectrum DetailBack Directory
[Spectrum Detail]

O-Desmethylvenlafaxine(93413-62-8)1HNMR
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