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Merck

D5676

N-Desmethylclozapine

5-HT2 serotonin receptor antagonist, powder

Synonym(s):

8-Chloro-11-piperazinyl-5H-dibenzo[b,e][1,4]diazepine, Norclozapine, Normethylclozapine

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10 MG

€207.00

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€215.00

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About This Item

Empirical Formula (Hill Notation):
C17H17ClN4
CAS Number:
Molecular Weight:
312.80
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:

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Product Name

N-Desmethylclozapine,

SMILES string

Clc1ccc2Nc3ccccc3C(=Nc2c1)N4CCNCC4

InChI

1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19-20H,7-10H2

InChI key

JNNOSTQEZICQQP-UHFFFAOYSA-N

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

Quality Level

Gene Information

human ... KCNH1(3756)

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This Item
C6305SML1867SML3651
form

powder

form

powder

form

powder

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

-

drug control

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

100

Gene Information

human ... KCNH1(3756)

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)

Gene Information

-

Gene Information

-

Application

N-Desmethylclozapine has been used as standard to quantify the clozapine plasma levels in treatment-refractory Chinese schizophrenic patients.[1]

Biochem/physiol Actions

Major metabolite of clozapine; potent 5-HT2 serotonin receptor antagonist and a ligand for the cloned 5-HT6 and 5-HT7 serotonin receptors. Also an allosteric potentiator of M1 muscarinic receptors.
N-Desmethylclozapine serves as an agonist to muscarinic acetylcholine receptors, and is known to exert its antipsychotic action.[2] It blocks synaptic transmission by antagonizing synaptic GABA (γ-aminobutyric acid) receptors.[3]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Vincent Bessonneau et al.
Environmental health perspectives, 125(7), 077014-077014 (2017-07-27)
There is increasing evidence that environmental, rather than genetic, factors are the major causes of most chronic diseases. By measuring entire classes of chemicals in archived biospecimens, exposome-wide association studies (EWAS) are being conducted to investigate associations between a myriad
O V Olesen et al.
Journal of chromatography, 622(1), 39-46 (1993-12-08)
A fully automated method for determination of clozapine and desmethylclozapine in human serum using high-performance liquid chromatography was developed. On-line solid-phase extraction was performed on an exchangeable cyanopropyl cartridge. The analytes were eluted with a methanol-ammonium acetate buffer mobile phase
Cyrille Sur et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(23), 13674-13679 (2003-11-05)
The molecular and neuronal substrates conferring on clozapine its unique and superior efficacy in the treatment of schizophrenia remain elusive. The interaction of clozapine with many G protein-coupled receptors is well documented but less is known about its biologically active
Plasma clozapine levels and clinical response in treatment-refractory Chinese schizophrenic patients
Wong JO, et al.
Progress in Neuro-Psychopharmacology & Biological Psychiatry, 30(2), 251-264 (2006)
Frontiers in Clinical Drug Research- Central Nervous System, 19-19 (2013)

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