Chemistry:Zicronapine

Zicronapine
Identifiers
	IUPAC name 4-[(1R,3S)-6-chloro-3-phenyl-2,3-dihydro-1H-inden-1-yl]-1,2,2-trimethylpiperazine;
CAS Number	170381-16-5;
PubChem CID	11465618;
DrugBank	DB05828;
ChemSpider	9640456;
UNII	QZV11V7G6A;
KEGG	D10329 ;
Chemical and physical data
Formula	C22H27ClN2
Molar mass	354.92 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc4c(c1)[C@H](N2CC(N(C)CC2)(C)C)C[C@H]4c3ccccc3;
	InChI InChI=1S/C22H27ClN2/c1-22(2)15-25(12-11-24(22)3)21-14-19(16-7-5-4-6-8-16)18-10-9-17(23)13-20(18)21/h4-10,13,19,21H,11-12,14-15H2,1-3H3/t19-,21+/m0/s1; Key:BYPMJBXPNZMNQD-PZJWPPBQSA-N;

Short description: Atypical antipsychotic medication

Zicronapine (/zaɪˈkrɒnəpiːn/ zye-KRON-ə-peen, previously known as Lu 31-130) is an atypical antipsychotic medication^[1] formerly under development by H. Lundbeck A/S. In phase II studies zicronapine showed statistically significant separation from placebo and convincing efficacy and safety data when compared to olanzapine.^[2]

Zicronapine exhibits monoaminergic activity and has a multi-receptorial profile. In vitro and in vivo it has shown potent antagonistic effects at dopamine D₁, D₂ and serotonin 5HT_2A receptors.^[3]

In 2014 Lundbeck removed zicronapine from its development portfolio in favor of pursuing the more promising antipsychotic Lu AF35700 (a prodrug of Lu AF356152).^[4]

References

↑ "A review of the pharmacology, efficacy and tolerability of recently approved and upcoming oral antipsychotics: an evidence-based medicine approach". CNS Drugs 27 (11): 879–911. November 2013. doi:10.1007/s40263-013-0105-7. PMID 24062193.
↑ "The clinical phase III programme commenced on zicronapine". January 20, 2011. http://investor.lundbeck.com/releasedetail.cfm?ReleaseID=608573.
↑ "Zicronapine shows significant positive data in clinical phase II in the treatment of patients with schizophrenia - planning for continued clinical work". December 18, 2009. http://investor.lundbeck.com/releasedetail.cfm?ReleaseID=608605.
↑ "Performance in 2014 positions Lundbeck well for 2015 and beyond". February 5, 2015. http://www.euroinvestor.dk/pdf/cse/2015/02/13101242/Lundbeck%20FY2014%20Results.pdf.

External links

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/Zicronapine. Read more

[pmid24062193-1] "A review of the pharmacology, efficacy and tolerability of recently approved and upcoming oral antipsychotics: an evidence-based medicine approach". CNS Drugs 27 (11): 879–911. November 2013. doi:10.1007/s40263-013-0105-7. PMID 24062193.

[2] "The clinical phase III programme commenced on zicronapine". January 20, 2011. http://investor.lundbeck.com/releasedetail.cfm?ReleaseID=608573.

[3] "Zicronapine shows significant positive data in clinical phase II in the treatment of patients with schizophrenia - planning for continued clinical work". December 18, 2009. http://investor.lundbeck.com/releasedetail.cfm?ReleaseID=608605.

[4] "Performance in 2014 positions Lundbeck well for 2015 and beyond". February 5, 2015. http://www.euroinvestor.dk/pdf/cse/2015/02/13101242/Lundbeck%20FY2014%20Results.pdf.

[1]

[2]

[3]

[4]

v t e Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Droperidol Haloperidol^# Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine Piperacetazine Pipotiazine Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Flupentixol Tiotixene (thiothixene) Zuclopenthixol
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Others: Molindone
Atypical	Benzisoxazole/benzisothiazoles: Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones: Lumateperone^† Phenylpiperazines/quinolinones: Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics: Asenapine Clozapine^# Olanzapine Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Azacyclonol Cannabidiol Oxypertine Reserpine Tetrabenazine
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Anonymous

Search

Chemistry:Zicronapine

Namespaces

More

Page actions

References

External links

Navigation

Navigation

Help

Translate

Wiki tools

Wiki tools

Identifiers

IUPAC name 4-[(1R,3S)-6-chloro-3-phenyl-2,3-dihydro-1H-inden-1-yl]-1,2,2-trimethylpiperazine
CAS Number	170381-16-5
PubChem CID	11465618
DrugBank	DB05828
ChemSpider	9640456
UNII	QZV11V7G6A
KEGG	D10329^Y
Chemical and physical data
Formula	C₂₂H₂₇ClN₂
Molar mass	354.92 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Clc1ccc4c(c1)[C@H](N2CC(N(C)CC2)(C)C)C[C@H]4c3ccccc3
InChI InChI=1S/C22H27ClN2/c1-22(2)15-25(12-11-24(22)3)21-14-19(16-7-5-4-6-8-16)18-10-9-17(23)13-20(18)21/h4-10,13,19,21H,11-12,14-15H2,1-3H3/t19-,21+/m0/s1 Key:BYPMJBXPNZMNQD-PZJWPPBQSA-N

Anonymous

Search

Chemistry:Zicronapine

References

External links

Navigation

Wiki tools

Page tools

Other projects

Categories