CARPINDOLOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H28N2O4
Molecular Weight	348.4366
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)OC(=O)C1=CC2=C(N1)C=CC=C2OCC(O)CNC(C)(C)C

InChI

InChIKey=SJYFDORQYYEJLB-UHFFFAOYSA-N

InChI=1S/C19H28N2O4/c1-12(2)25-18(23)16-9-14-15(21-16)7-6-8-17(14)24-11-13(22)10-20-19(3,4)5/h6-9,12-13,20-22H,10-11H2,1-5H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1348421

Caprindolol, also known as SDZ 21009, is a beta-adrenoceptor blocker with affinity for serotonin (5-HT1A and 5-HT1B receptors.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor beta 87 Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1348421	Blocker 537
Serotonin 1b (5-HT1b) receptor 46 Target ID: CHEMBL1898 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7972302	Binding Agent 1064
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1681448	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

anticonflict effect of m-CPP in rats: The anticonflict effect of m-CPP (0.25 mg/kg) was antagonized by the beta-adrenoceptor blocker SDZ 21009 (2 and 4 mg/kg) with affinity for 5-HT1A and 5-HT1B receptors

Route of Administration: Oral

In Vitro Use Guide

The inhibitory effects of serotonin (5-HT), α-methylserotonin (α-met-5-HT) and 5-carboxamidotryptamine (5-CT) were attenuated by the non-specific 5-HT antagonist methiothepin (1 μM) and by the 5-HT1A/1B antagonist SDZ 21009 (100 nM) but not by the selective 5-HT1A antagonist WAY 100135 (1 μM).

Name

Type

Language

CARPINDOLOL

Official Name

English

ISOPROPYL (±)-4-(3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY)INDOLE-2-CARBOXYLATE

Systematic Name

English

carpindolol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29576