(3-{5-chloro-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)dimethylamine hydrochloride

• ChemBase ID: 73091
• Molecular Formular: C19H24Cl2N2
• Molecular Mass: 351.31326
• Monoisotopic Mass: 350.13165414
• SMILES: C(N1c2c(CCc3c1cccc3)ccc(c2)Cl)CCN(C)C.Cl
• Canonical SMILES: CN(CCCN1c2ccccc2CCc2c1cc(Cl)cc2)C.Cl
• InChI: InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
• InChIKey: WIMWMKZEIBHDTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-{5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)dimethylamine hydrochloride; (3-{14-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)dimethylamine hydrochloride; (3-{5-chloro-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)dimethylamine hydrochloride
• IUPAC Traditional name: (3-{5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)dimethylamine hydrochloride; clomipramine hydrochloride
• Synonyms: 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochloride; 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride; Anafranil hydrochloride; Clomipramine hydrochloride; Anafranil; Clomipramine hydrochloride; 3-Chloro-10,11-dihydro-N,N-di-methyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride; CLOMIPRAMINE

Database IDs

• CAS Number: 17321-77-6
• EC Number: 241-344-3
• MDL Number: MFCD00069234
• PubChem SID: 162038011; 24278087
• PubChem CID: 68539

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5952891
• LogD (pH = 7.4): 3.087254
• Log P: 4.8826137
• Molar Refractivity: 95.4104 cm^3
• Polarizability: 36.47075 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble; H2O: soluble25 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• RTECS: HN9055000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; R:22
• Safety Statements: 13-20/21-22-24/25-26-28-36/37/39-38-62; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Reuptake inhibitor
• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCl; hydrochloride

DETAILS

MP Biomedicals - 02153751

Hydrochloride
A serotonin uptake inhibitor.

Selleck Chemicals - S2541

Biological Activity:
Clomipramine hydrochloride (Anafranil) is a hydrochloride salt of clomipramine which is a serotonin transporter (SERT), norepinephrine transporter (NET) dopamine transporter (DAT) blocker with Ki of 0.14, 54 and 3 nM, respectively. Clomipramine hydrochloride (Anafranil) is a tricyclic antidepressant. Clomipramine hydrochloride (Anafranil) is a norepinephrine-reuptake inhibitor and is an antiobsessional drug.Clomipramine hydrochloride (Anafranil) is an antagonist/inverse agonist at the following receptors: D2 receptor (Ki = 162 nM), D3 receptor (Ki = 30 nM), α1-adrenergic receptor (Ki = 3.2 nM), α2-adrenergic receptor (Ki = 525 nM), H1 receptor (Ki = 31 nM), mACh receptors (Ki = 37 nM), 5-HT2A receptor (Ki = 36 nM), 5-HT2C receptor (Ki = 65 nM), 5-HT3 receptor (Ki = 85 nM), 5-HT6 receptor (Ki = 54 nM), 5-HT7 receptor (Ki = 127 nM), D1 receptor (Ki = 219 nM). [1][2][3]References on Clomipramine HCl (Anafranil)[1] JPET, 2001, 298:565–580[2] MOLECULAR PHARMACOLOGY, 1992, 43:320-327

Sigma Aldrich - C7291

Biochem/physiol Actions
Tricyclic antidepressant; inhibits serotonin and norepinephrine transporters.

REFERENCES

• Monsma FJ Jr et al. Mol Pharmacol. 1993 Mar; 43(3):320-7.