N-Desmethylclozapine

Modify Date: 2024-01-02 10:14:38

N-Desmethylclozapine Structure
N-Desmethylclozapine structure
 Common Name N-Desmethylclozapine
CAS Number 6104-71-8 Molecular Weight 312.79700
Density 1.38g/cm3 Boiling Point 490.1ºC at 760 mmHg
Molecular Formula C17H17ClN4 Melting Point 120-125°C
MSDS Chinese USA Flash Point 250.2ºC
Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08		 Signal Word Danger

 Use of N-Desmethylclozapine


N-Desmethylclozapine is a dengue virus inhibitor, and an agonist of δ-opioid receptor.

 Names

Name N-desmethylclozapine
Synonym More Synonyms

 N-Desmethylclozapine Biological Activity

Description N-Desmethylclozapine is a dengue virus inhibitor, and an agonist of δ-opioid receptor.
Related Catalog
In Vitro The IC50s of N-desmethylclozapine, fluoxetine hydrochloride, and salmeterol xinafoate in Huh-7 cells infected with DENV-2 are 1 μM, 0.38 μM, and 0.67 μM, respectively. The levels of NS3 are reduced in cells treated with all three inhibitors compared to DMSO treatment, suggesting that the inhibitors act at a stage prior to viral protein translation. N-Desmethylclozapine-treated cells show a >75% reduction in negative-strand RNA levels[1]. N-desmethylclozapine exhibits slight agonistic effects on the M1 mAChR, and agonistic properties at the 5-HT1A receptor in the cerebral cortex and hippocampus. This compound also behaves as an agonist at the δ-opioid receptor in the cerebral cortex and striatum[2]. N-desmethylclozapine (3 μM) greatly decreases the outward current in excitatory neurons, but not in inhibitory neurons. In excitatory neurons, N-desmethylclozapine alone is more effective than either clozapine alone or the combination of clozapine and N-desmethylclozapine. The effect of N-desmethylclozapine in excitatory neurons is significantly suppressed by 0.1 μM pirenzepine and 1 μM atropine. N-desmethylclozapine, but not clozapine, suppressed K+ channels via M1 receptors in excitatory cells[3]. N-desmethylclozapine leads to a decrease in TxB2 levels under unstimulated conditions as well as under TSST-1 stimulation. Clozapine, N-desmethylclozapine and CPZ possibly act on neurotransmitter systems via modulation of TxA2 or TxB2 production[5].
In Vivo N-desmethylclozapine in rat and human at M2 and M4 mAChRs underlying presynaptic modulation of GABA and glutamate release, respectively. In particular, N-desmethylclozapine maybe a M2 mAChR antagonist in the rat but has no activity at this receptor in human neocortex. However, N-desmethylclozapine has an agonistic effect at M4 mAChR in the human but no such effect in the rat neocortex[4].
References

[1]. Medigeshi GR, et al. N-Desmethylclozapine, Fluoxetine and Salmeterol inhibit post-entry stages of dengue virus life-cycle. Antimicrob Agents Chemother. 2016 Aug 29.

[2]. Odagaki Y, et al. Comparative analysis of pharmacological properties of xanomeline and N-desmethylclozapine in rat brain membranes. J Psychopharmacol. 2016 Sep;30(9):896-912.

[3]. Sugawara Y, et al. Electrophysiological evidence showing muscarinic agonist-antagonist activities of N-desmethylclozapine using hippocampal excitatory and inhibitory neurons. Brain Res. 2016 Jul 1;1642:255-62.

[4]. Gigout S, et al. Different pharmacology of N-desmethylclozapine at human and rat M2 and M 4 mAChRs in neocortex. Naunyn Schmiedebergs Arch Pharmacol. 2015 May;388(5):487-96.

[5]. Himmerich H, et al. Impact of clozapine, N-desmethylclozapine and chlorpromazine on thromboxane production in vitro. Med Chem. 2012 Nov;8(6):1032-8.

 Chemical & Physical Properties

Density 1.38g/cm3
Boiling Point 490.1ºC at 760 mmHg
Melting Point 120-125°C
Molecular Formula C17H17ClN4
Molecular Weight 312.79700
Flash Point 250.2ºC
Exact Mass 312.11400
PSA 39.66000
LogP 3.22080
Index of Refraction 1.709
Storage condition Store at RT

 Safety Information

Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger
Hazard Statements H225-H301 + H311 + H331-H370
Precautionary Statements P210-P260-P280-P301 + P310-P311
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases 20/22-36/37/38
Safety Phrases S22-S36-S45
RIDADR 3249
WGK Germany 3
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933990090

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

3-chloro-6-piperazin-1-yl-5H-benzo[b][1,4]benzodiazepine
Normethylclozapine
BzATP triethylammonium salt
Desmethylclozapine
EINECS 200-659-6
Demethylclozapine
N-Demethylclozapine
MFCD00210189
N-desmethyl clozapine
Norclozapine
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