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C6305

Sigma-Aldrich

Clozapine

≥98% (TLC), powder, D₄-dopamine receptor antagonist

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:
5786-21-0
Molecular Weight:
326.82
MDL number:
MFCD00153785
UNSPSC Code:
12352200
PubChem Substance ID:
24277892
NACRES:
NA.77

product name

Clozapine,

form

powder

Quality Level

300

solubility

ethanol: 1 mg/mL
0.1 M HCl: 30 mg/mL
DMSO: 4.8 mg/mL

originator

Novartis

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 ... 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)

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Biochem/physiol Actions

Atypical antipsychotic compound. Selective antagonist for D4-dopamine receptor. Antagonist at 5-HT2A, 5-HT2C, 5-HT3, 5-HT6, and 5-HT7 serotonin receptors.

Features and Benefits

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Valerio Zerbi et al.
Neuron, 103(4), 702-718 (2019-06-23)
The locus coeruleus (LC) supplies norepinephrine (NE) to the entire forebrain and regulates many fundamental brain functions. Studies in humans have suggested that strong LC activation might shift network connectivity to favor salience processing. To causally test this hypothesis, we
P B Bergqvist et al.
Psychopharmacology, 143(1), 89-96 (1999-05-05)
Low doses of the atypical antipsychotic drug risperidone are effective in patients with obsessive compulsive disorder (OCD) not responding to serotonin (5-HT) reuptake inhibitors, although higher doses have been reported to induce OCD symptoms in psychotic patients. Since such atypical
Alexandre Picard et al.
Diabetes, 70(7), 1443-1457 (2021-04-23)
The counterregulatory response to hypoglycemia is an essential survival function. It is controlled by an integrated network of glucose-responsive neurons, which trigger endogenous glucose production to restore normoglycemia. The complexity of this glucoregulatory network is, however, only partly characterized. In
Chunyang Dong et al.
Cell, 184(10), 2779-2792 (2021-04-30)
Ligands can induce G protein-coupled receptors (GPCRs) to adopt a myriad of conformations, many of which play critical roles in determining the activation of specific signaling cascades associated with distinct functional and behavioral consequences. For example, the 5-hydroxytryptamine 2A receptor
Tarek K Rajji et al.
The American journal of psychiatry, 172(6), 579-585 (2015-04-11)
Clozapine's potent antagonism of muscarinic M1 receptors is thought to worsen working memory deficits associated with schizophrenia. In contrast, its major metabolite, N-desmethylclozapine (NDMC), is thought to enhance working memory via its M1 receptor agonist activity. The authors hypothesized that
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