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Cariprazine (Standard)

CAT: 0804-HY-14763R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14763R-01Size:5 mg
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Description
Cariprazine (Standard) is the analytical standard of Cariprazine. This product is intended for research and analytical applications. Cariprazine is a novel antipsychotic agent candidate that exhibits high affinity for the D3 (Ki=0.085 nM) and D2 (Ki=0.49 nM) receptors, and moderate affinity for the 5-HT1A receptor (Ki=2.6 nM) .
CAS Number
839712-12-8
Product Name Alternative
RGH-188 (Standard)
UNSPSC
12352005
Target
5-HT Receptor; Dopamine Receptor; Reference Standards
Type
Reference Standards
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/cariprazine-standard.html
Smiles
O=C(N[C@H]1CC[C@H](CCN2CCN(C3=CC=CC(Cl)=C3Cl)CC2)CC1)N(C)C
Molecular Formula
C21H32Cl2N4O
Molecular Weight
427.41
References & Citations
[1]Seneca N, et al. Occupancy of dopamine D2 and D3 and serotonin 5-HT1A receptors by the novel antipsychotic drug candidate, cariprazine (RGH-188), in monkey brain measured using positron emission tomography. Psychopharmacology (Berl) . 2011 Dec;218 (3) :579-8|[2]Kiss B, et al. Cariprazine (RGH-188), a dopamine D (3) receptor-preferring, D (3) /D (2) dopamine receptor antagonist-partial agonist antipsychotic candidate: in vitro and neurochemical profile. J Pharmacol Exp Ther. 2010 Apr;333 (1) :328-40.|[3]Zimnisky R, et al. Cariprazine, a dopamine D (3) -receptor-preferring partial agonist, blocks phencyclidine-induced impairments of working memory, attention set-shifting, and recognition memory in the mouse. Psychopharmacology (Berl) . 2013 Mar;226 (1) :91-100|[4]Gao Y, et al. Cariprazine exerts antimanic properties and interferes with dopamine D2 receptor β-arrestin interactions. Pharmacol Res Perspect. 2015 Feb;3 (1) :e00073.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards
Isoform
5-HT1 Receptor

Chemical Information

Cariprazine

Cariprazine is an N-alkylpiperazine that is N,N-dimethyl-N'-{trans-4-[2-(piperazin-1-yl)ethyl]cyclohexyl}urea substituted at position 4 on the piperazine ring by a 2,3-dichlorophenyl group. Used (as the hydrochloride salt) for treatment of schizophrenia and bipolar disorder. It has a role as a serotonergic antagonist, a dopamine agonist and a second generation antipsychotic. It is a dichlorobenzene, a N-alkylpiperazine, a N-arylpiperazine and a member of ureas. It is a conjugate base of a cariprazine(1+).

CAS Number839712-12-8
PubChem CID11154555
IUPAC Name3-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-1,1-dimethylurea
Molecular FormulaC21H32Cl2N4O
Molecular Weight427.4
XLogP4.3
Topological Polar Surface Area38.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity491
SMILES
CN(C)C(=O)NC1CCC(CC1)CCN2CCN(CC2)C3=C(C(=CC=C3)Cl)Cl
InChI
InChI=1S/C21H32Cl2N4O/c1-25(2)21(28)24-17-8-6-16(7-9-17)10-11-26-12-14-27(15-13-26)19-5-3-4-18(22)20(19)23/h3-5,16-17H,6-15H2,1-2H3,(H,24,28)
InChIKey
KPWSJANDNDDRMB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cariprazine
CAS: 839712-12-8
CID: 11154555
Formula: C21H32Cl2N4O
MW: 427.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight427.4
XLogP34.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass426.1953170
Monoisotopic Mass426.1953170
Topological Polar Surface Area38.8 Ų
Heavy Atom Count28
Formal Charge0
Complexity491
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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