Doxepinhydrochloride(mixtureofisomers) , 10mMinDMSO , 1229-29-4

Synonym(s):
11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenz[b,e]oxepine hydrochloride

CAS NO.：1229-29-4

Empirical Formula: C19H22ClNO

Molecular Weight: 315.84

MDL number: MFCD00079135

EINECS: 214-966-8

PRODUCT Properties

• Melting point: 187-189°C
• Flash point: 9℃
• storage temp.: 2-8°C
• solubility: 1 M HCl: 50 mg/mL
• form: powder
• color: white to off-white
• Water Solubility: Soluble in water (100 mM), chloroform (1:2), alcohol (1:1), methanol, and DMSO.
• λmax: 298nm(lit.)
• Merck: 14,3435
• Stability: Store in Freezer at -20°C
• InChI: InChI=1S/C19H21NO.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19;/h3-6,8-12H,7,13-14H2,1-2H3;1H/b17-11+
• InChIKey: MHNSPTUQQIYJOT-SJDTYFKWSA-N
• SMILES: C1(=C/CCN(C)C)\C2C=CC=CC=2OCC2C=CC=CC\1=2.Cl
• CAS DataBase Reference: 1229-29-4(CAS DataBase Reference)

Description and Uses

Doxepin is a tricyclic antidepressant that binds to the serotonin (5-HT) transporter (SERT) and norepinephrine transporter (NET; K_ds = 68 and 29.5 nM, respectively). It is a histamine H₁ receptor antagonist (K_i = 1.23 nM). Doxepin selectively binds to SERT and NET over the dopamine transporter (DAT; K_d = 12,100 nM) and inhibits histamine H₁ over H₂, H₃, and H₄ receptors (K_is = 170, 39,810, and 15,135 nM, respectively). It also binds to the 5-HT₂ receptor, as well as to muscarinic acetylcholine and α₁-adrenergic receptors (α₁-ARs; K_ds = 27, 23, and 23.5 nM, respectively). Doxepin (10 mg/kg, i.p.) decreases allodynia and hyperalgesia in a mouse model of chronic constriction injury-induced neuropathic pain. It increases the distance traveled in the center of the open field test and reduces immobility time in the forced swim test in a mouse model of depression induced by chronic stress when administered orally at a dose of 15 mg/kg. Formulations containing doxepin have been used in the treatment of depression and insomnia.

Doxepin is used clinically to treat anxiety and depression. Doxepin is an antidepressant.

Safety

• Symbol(GHS): GHS06
• Signal word: Danger
• Hazard statements: H301
• Precautionary statements: P301+P330+P331+P310
• Hazard Codes: T,F
• Risk Statements: 25-39/23/24/25-23/24/25-11
• Safety Statements: 36/37/39-45-36/37-16
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: HQ4375000
• HazardClass: 6.1(b)
• PackingGroup: III
• HS Code: 29329990
• Toxicity: LD50 oral in rat: 147mg/kg