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
The pharmacological properties of the presynaptic serotonin autoreceptor in the pig brain cortex conform to the 5-HT1D receptor subtype.	1989 Jul	2797214
Behavioral effect of beta-blocking drugs resulting from the stimulation or the blockade of serotonergic 5-HT1B receptors.	1994 Aug	7972302
Inhibition by 5-HT of forskolin-induced cAMP formation in the renal opossum epithelial cell line OK: mediation by a 5-HT1B like receptor and antagonism by methiothepin.	1994 Jan	7910388
5-HT(1B) but not 5-HT(6) or 5-HT(7) receptors mediate depression of spinal nociceptive reflexes in vitro.	2002 Feb	11861321

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