C171
Clozapine
solid
Synonym(s):
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]-diazepine
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About This Item
Empirical Formula (Hill Notation):
C18H19ClN4
CAS Number:
Molecular Weight:
326.82
UNSPSC Code:
41116107
PubChem Substance ID:
EC Number:
227-313-7
MDL number:
form
solid
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
color
pale yellow
solubility
ethanol: 11 mg/mL, 0.1 M HCl: 30 mg/mL, DMSO: 4.8 mg/mL
format
neat
SMILES string
CN1CCN(CC1)C2=Nc3cc(Cl)ccc3Nc4ccccc24
InChI
1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
InChI key
QZUDBNBUXVUHMW-UHFFFAOYSA-N
Gene Information
human ... DRD2(1813), HTR2A(3356)
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Biochem/physiol Actions
Atypical neuroleptic agent which displays greater affinity for the D4 dopamine receptor over D2 or D3 dopamine receptors; displays antipsychotic efficacy against positive and negative symptoms of schizophrenia in patients who do not respond to typical neuroleptics.
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Stefania Butini et al.
Journal of medicinal chemistry, 52(1), 151-169 (2008-12-17)
Dopamine D(3) antagonism combined with serotonin 5-HT(1A) and 5-HT(2A) receptor occupancy may represent a novel paradigm for developing innovative antipsychotics. The unique pharmacological features of 5i are a high affinity for dopamine D(3), serotonin 5-HT(1A) and 5-HT(2A) receptors, together with
Henry F Vischer et al.
Bioorganic & medicinal chemistry, 18(2), 675-688 (2009-12-25)
Human cytomegalovirus (HCMV) is a widespread human pathogen, possessing onco-modulatory properties. Constitutive signaling of the HCMV-encoded chemokine receptor US28 and its ability to bind a broad spectrum of chemokines might facilitate HCMV-associated tumor progression. Novel nonpeptidergic chemotypes were identified as
Rogier A Smits et al.
Journal of medicinal chemistry, 49(15), 4512-4516 (2006-07-21)
A series of dibenzodiazepine derivatives was synthesized to probe the binding site of the recently discovered histamine H4 receptor (H4R). Optimization of the lead structure clozapine (2) resulted in (E)-7-chloro-11-(4-methylpiperazin-1-yl)dibenzo[b,f][1,4]oxazepine (7j), a potent H4R agonist (H4R, pKi = 7.6). Pharmacological