C6305
Sigma

Clozapine

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Synonym

8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]-diazepine

Molecular Formula

C₁₈H₁₉ClN₄

Molecular Weight

326.82

CAS Number

5786-21-0

MDL number

MFCD00153785

PubChem Substance ID

24277892

EG/EC Number

227-313-7

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Descriptions

Biochem/physiol Actions

Atypical antipsychotic compound. Selective antagonist for D₄-dopamine receptor. Antagonist at 5-HT_2A, 5-HT_2C, 5-HT₃, 5-HT₆, and 5-HT₇ serotonin receptors.

Properties

solubility

ethanol: 1 mg/mL

0.1 M HCl: 30 mg/mL

DMSO: 4.8 mg/mL

Gene Information

human ... ADRA1A(148), ADRA2A(150), ADRA2C(152), CHRM1(1128), DRD2(1813), DRD3(1814), DRD4(1815), HRH1(3269), HRH4(59340), HTR2A(3356), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR6(3362), HTR7(3363), KCNH1(3756), KCNH2(3757), UGT1A4(54657)

rat ... Adra1a(29412), Adra2a(25083), Adrb1(24925), Chrm1(25229), Drd1a(24316), Drd2(24318), Drd3(29238), Drd4(25432), Hrh1(24448), Htr1a(24473), Htr1b(25075), Htr2a(29595), Htr2b(29581), Htr2c(25187), Htr3a(79246), Htr7(65032), Slc6a4(25553)

References

Reference

Van Tol, H.H.M., et al., Cloning of the gene for a human dopamine D₄ receptor with high affinity for the antipsychotic clozapine. Nature 350, 610-614, (1991) abstract

Bergqvist, P.B., Effect of atypical antipsychotic drugs on 5-HT₂ receptors in the rat orbito-frontal cortex: an in vivo electrophysiological study. Psychopharmacology 143, 89, (1999) abstract

Kuoppamaki, M., et al., Clozapine and N-desmethylclozapine are potent 5-HT_1Creceptor antagonists. Eur. J. Pharmacol. 245, 179-182, (1993) abstract

Zhukovskaya, N.L., and Neumaier, J.F., Clozapine downregulates 5-hydroxytryptamine₆ (5-HT₆) and upregulates 5-HT₇ receptors in HeLa cells. Neurosci. Lett. 288, 236, (2000) abstract

Hermann, B., et al., Functional antagonistic properties of clozapine at the 5-HT₃ receptor. Biochem. Biophys. Res. Commun. 225, 957, (1996) abstract

Safety

Hazard Codes

Risk Statements

22-36/37/38

Safety Statements

RIDADR

UN 2811 6.1/PG 3

WGK Germany

RTECS

HP1750000