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Asenapine

Asenapine Structure
Asenapine structure
CAS No.
65576-45-6
Chemical Name:
Asenapine
Synonyms
Saphris;HSDB8061;Asenapine;HSDB 8061;HSDB-8061;Unii-jkz19V908o;Einecs 265-829-4;Asenapine [inn:ban];Asenapine USP/EP/BP;Asenapine free base
CBNumber:
CB5879263
Molecular Formula:
C17H16ClNO
Molecular Weight:
285.772
MDL Number:
MFCD09838016
MOL File:
65576-45-6.mol
MSDS File:
SDS
Last updated:2023-06-08 09:03:06
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Asenapine Properties

Boiling point 357.9±42.0 °C(Predicted)
Density 1.231
storage temp. Store at +4°C
solubility DMSO:50.0(Max Conc. mg/mL);174.97(Max Conc. mM)
form A solid
pka 9.50±0.20(Predicted)
FDA UNII JKZ19V908O
ATC code N05AH05

Pharmacokinetic data

Protein binding 95%
Excreted unchanged in urine 50 (small amount unchanged)
Volume of distribution 20-25(L/kg)
Biological half-life 24 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
NFPA 704
0
2 0

Asenapine price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 9000496 (±)-Asenapine ≥95% 65576-45-6 1mg $44 2024-03-01 Buy
Cayman Chemical 9000496 (±)-Asenapine ≥95% 65576-45-6 5mg $93 2024-03-01 Buy
Cayman Chemical 9000496 (±)-Asenapine ≥95% 65576-45-6 10mg $153 2024-03-01 Buy
TRC A788000 Asenapine 65576-45-6 25mg $435 2021-12-16 Buy
ChemScene CS-0860 Asenapine 98.81% 65576-45-6 10mg $144 2021-12-16 Buy
Product number Packaging Price Buy
9000496 1mg $44 Buy
9000496 5mg $93 Buy
9000496 10mg $153 Buy
A788000 25mg $435 Buy
CS-0860 10mg $144 Buy

Asenapine Chemical Properties,Uses,Production

Description

(±)-Asenapine is an atypical antipsychotic. It binds to dopamine D1-4, α-adrenergic, and histamine receptors (Kis = 0.42-1.45, 0.32-1.26, and 1-6.17 nM, respectively), as well as the serotonin (5-HT) receptor subtypes 5-HT1A, 5-HT1B, 5-HT2A, 5-HT2B, 5-HT2C, 5-HT5A, 5-HT6, and 5-HT7 (Kis = 0.03-3.98 nM). (±)-Asenapine inhibits the suppression of neuron firing induced by the 5-HT2A, dopamine D2, and α2-adrenergic receptor agonists 2,5-dimethoxy-4-iodoamphetamine (DOI), apomorphine, and clonidine , respectively, in rat brain (ED50s = 75, 40, and 85 μg/kg, respectively). In vivo, (±)-asenapine (0.05-0.2 mg/kg, s.c.) increases extracellular dopamine levels in the medial prefrontal cortex (mPFC), nucleus accumbens (NAc), and lateral striatum and suppresses the conditioned avoidance response in rats. It prevents acute and chronic phencyclidine-induced deficits in cued reversal learning in rats when administered at a dose of 0.075 mg/kg. Formulations containing asenapine have been used in the treatment of schizophrenia and bipolar I disorder.

Chemical Properties

Yellow Oil

Uses

Combined serotonin (5HT2) and dopamine (D2) receptor antagonist; structurally related to Mianserin. Antipsychotic

Definition

ChEBI: (R,R)-asenapine is a 5-chloro-2-methyl-2,3,3a,12b-tetrahydrodibenzo[2,3:6,7]oxepino[4,5-c]pyrrole in which both of the stereocentres have R configuration. It is a conjugate base of a (R,R)-asenapine(1+). It is an enantiomer of a (S,S)-asenapine.

Biological Activity

Novel psychopharmacologic agent. Displays antagonist activity at 5-HT, dopamine, noradrenalin and histamine receptor subtypes (pK i values are 8.60, 8.40, 10.15, 9.75, 10.46, 8.84, 9.60, 9.94, 8.85, 8.90, 8.84, 9.38, 8.95, 8.93, 8.9, 9.49, 8.91, 9.00 and 8.21 for 5-HT 1A , 5-HT 1B , 5-HT 2A , 5-HT 2B , 5-HT 2C , 5-HT 5A , 5-HT 6 , 5-HT 7 , D 1 , D 2L , D 2S , D 3 , D 4 , α 1A , α 2A , α 2B , α 2C , H 1 and H 2 receptors respectively). Displays no appreciable affinity for muscarinic receptors. Exhibits potent activity in animal models predictive of antipsychotic efficacy.

Clinical Use

Atypical antipsychotic
Treatment of schizophrenia and bipolar disease

Enzyme inhibitor

This atypical antipsychotic agent (FW = 285.77 g/mol; CAS 65576-45-6), marketed under the trade names Saphris ?, and also known as Org 5222 and (3aRS,12bRS)-rel-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3: 6,7]-oxepino-[4,5-c]pyrrole, is multi-receptor antagonist with the following spectrum of binding interactions: serotonin 5-HT1A receptor, Ki = 2.5 nM; serotonin 5-HT1B receptor, Ki = 4.0 nM; serotonin 5-HT2A receptor, Ki = 0.06 nM; serotonin 5-HT2B receptor, Ki = 0.16 nM; serotonin 5-HT2C receptor, Ki = 0.03 nM; serotonin 5-HT5A receptor, Ki = 1.6 nM; serotonin 5-HT6 receptor, Ki = 1.5 nM; serotonin 5-HT7 receptor, Ki = 0.13 nM; a1- Adrenergic receptor, Ki = 1.2 nM; a2A-Adrenergic receptor, Ki = 1.2 nM; a2B-Adrenergic receptor, Ki = 0.25 nM; a2C-Adrenergic receptor, Ki = 1.2 nM; dopamine D1-receptor, Ki = 1.4 nM; dopamine D2-receptor, Ki = 1.3 nM; dopamine D3-receptor, Ki = 0.4 nM; dopamine D4-receptor, Ki = 1.1 nM; histamine H1-receptor, Ki = 1.0 nM; and histamine H2-receptor, Ki = 6 nM. Like other atypical antipsychotic drugs, asenapine preferentially enhances dopamine and acetylcholine efflux in the rat medial prefrontal cortex and hippocampus. See Reference-x for asenapine’s UV, IR, NMR, and mass spectra as well as X-ray analysis, thermal properties, solubilities and partition coefficient.

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedative effects with opioids.
Anti-arrhythmics: increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval; avoid with amiodarone, disopyramide and procainamide (risk of ventricular arrhythmias).
Antidepressants: concentration possibly increased by fluvoxamine; possibly increased paroxetine concentration; concentration of tricyclics possibly increased.
Antiepileptics: antagonises anticonvulsant effect.
Antimalarials: avoid with artemether/lumefantrine.
Antivirals: concentration possibly increased by ritonavir.
Anxiolytics and hypnotics: increased sedative effects.

Metabolism

Metabolism is by direct glucuronidation by UGT1A4 and oxidative metabolism by cytochrome P450 isoenzymes (predominantly CYP1A2) are the primary metabolic pathways for asenapine.
Excretion is 50% renal and 50% via the faeces.

Asenapine synthesis

129385-59-7
65576-45-6
Synthesis of Asenapine from trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one

Asenapine Preparation Products And Raw materials

Raw materials

Asenapine Maleate trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one 2-Chlorophenylacetic acid

Preparation Products

Asenapine Suppliers

Global( 142)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32686 60
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Chongqing Chemdad Co., Ltd 		+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49391 58
Neostar United (Changzhou) Industrial Co., Ltd. 		+86-519-519-85557386 marketing1@neostarunited.com China 8348 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited 		+86-29-89586680 +86-15129568250 1026@dideu.com China 28812 58
Baoji Guokang Bio-Technology Co., Ltd. 		0917-3909592 13892490616 gksales1@gk-bio.com China 9335 58
ChemExpress 		+86-021-58950125 info@chemexpress.com China 555 58
Supplier Advantage
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Chongqing Chemdad Co., Ltd 		58
CONIER CHEM AND PHARMA LIMITED 		58
Neostar United (Changzhou) Industrial Co., Ltd. 		58
TargetMol Chemicals Inc. 		58
Dideu Industries Group Limited 		58
Baoji Guokang Bio-Technology Co., Ltd. 		58
ChemExpress 		58

View Lastest Price from Asenapine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Asenapine USP/EP/BP pictures 2021-07-27 Asenapine USP/EP/BP
65576-45-6
 US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Asenapine pictures 2021-07-13 Asenapine
65576-45-6
 US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Asenapine pictures 2021-07-09 Asenapine
65576-45-6
 US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Asenapine pictures
  • Asenapine
    65576-45-6
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Asenapine pictures
  • Asenapine
    65576-45-6
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

65576-45-6(Asenapine)Related Search:

Asenapine Maleate Asenapine related impurities N-DesMethyl Asenapine-d4 5-Chloro-2-methyl-2,3-dihydrodibenzo[2,3:6,7]oxepino[4,5-c]pyrrole-(2H)-one Asenapine-N-beta-D-glucuronide
Paricalcitol ILOPERIDONE SGWOPWVMYXQVHJ-UHFFFAOYSA-N Reaxys ID: 3623864 (3aR,12bR)-rel-5-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one
(3aS,12bS)-2-Methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole Entacapone Asenapine N-Oxide 1H-Dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one, 11-chloro-2,3,3a,12b-tetrahydro-2-Methyl-, (3aR,12bS)-rel- Saphris hydrochloride
Asenapine impurity A Asenapine (R)-3-PHENYL-PYRROLIDINE HYDROCHLORIDE

1of4

trans-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole Asenapine (3aR,12bR)-rel-5-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole 1H-Dibenz(2,3:6,7)oxepino(4,5-C)pyrrole, 5-chloro-2,3,3A,12B-tetrahydro-2-methyl-, (3ar,12br)-rel- 1H-Dibenz(2,3:6,7)oxepino(4,5-C)pyrrole, 5-chloro-2,3,3A,12B-tetrahydro-2-methyl-, trans- Asenapine [inn:ban] Einecs 265-829-4 Unii-jkz19V908o (3aR*,12bR*)-5-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrolemaleate (3aS,12bS)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole (3aS,12bS)-5-chloro-2-Methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole Maleate ORG 5222;ORG-5222;ORG5222 Asenapine, racemic mixture Asenapine USP/EP/BP trans-5-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:... Asenapine Impurity 2 Asenapine free base HSDB 8061 HSDB8061 HSDB-8061 Saphris Asenapine (Org 5222) 65576-45-6 C17H16CINOC4H4O4 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals