CAS 17321-77-6|clomipramine hydrochloride|Anafranil|Clomipramine 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|...

General Information

Structure

Molecular Formula

C₁₉H₂₄Cl₂N₂

Molecular Mass

351.31326

Exact Mass

350.13165414

Charge

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

Canonic Smiles

CN(CCCN1c2ccccc2CCc2c1cc(Cl)cc2)C.Cl

Isomeric Smiles

C(N1c2c(CCc3c1cccc3)ccc(c2)Cl)CCN(C)C.Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.5952891

LogD (pH = 7.4)

3.087254

Log P

4.8826137

Molar Refractivity

95.4104

Polarizability

36.47075

Polar Surface Area

6.48

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

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

Synonyms

AnafranilClomipramine hydrochlorideAnafranil hydrochloride3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochlorideClomipramine hydrochloride3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochlorideCLOMIPRAMINE3-Chloro-10,11-dihydro-N,N-di-methyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride

IUPAC name

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

Names and Identifiers

Registration numbers

MDL Number

CAS Number

EC Number

PubChem SID

PubChem CID

Registration numbers

Properties

Product Information

Salt Data

hydrochloride

HCl

Certificate of Analysis

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Purity

≥98% (HPLC)

Pharmacology Properties

Reuptake inhibitor

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)

Physical Property

H2O: soluble25 mg/mL

0.1 M HCl: soluble

white to off-white powder

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

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

MP Biomedicals

02153751

Hydrochloride
A serotonin uptake inhibitor.

Sigma Aldrich

C7291

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

Molecule Details

References

PubChem Literature

From Data Sources

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

References