ISAMOLTAN

Details

Stereochemistry	RACEMIC
Molecular Formula	C16H22N2O2
Molecular Weight	274.3581
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)NCC(O)COC1=CC=CC=C1N2C=CC=C2

InChI

InChIKey=XVTVPGKWYHWYAD-UHFFFAOYSA-N

InChI=1S/C16H22N2O2/c1-13(2)17-11-14(19)12-20-16-8-4-3-7-15(16)18-9-5-6-10-18/h3-10,13-14,17,19H,11-12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C16H22N2O2
Molecular Weight	274.3581
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://adisinsight.springer.com/drugs/800000697 | https://www.ncbi.nlm.nih.gov/pubmed/2905765

Isamoltan (CGP 361A) is a β-adrenoceptor and serotonin 1B receptor antagonist. Isamoltane has reported activity as an anxiolytic in man. Isamoltan had been in phase III clinical trials for the treatment of anxiety. However, this research has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 1b (5-HT1b) receptor 46 Target ID: CHEMBL3459 Sources: http://adisinsight.springer.com/drugs/800000697 \| https://www.ncbi.nlm.nih.gov/pubmed/2905765	Antagonist 2778		40.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety 267 Sources: http://adisinsight.springer.com/drugs/800000697	Primary		Phase III 656	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY559992	https://www.001chemical.com/chem/55050-95-8
AAA Chemistry	AR-1I1934
ABI Chem	AC1L2RY4
ABI Chem	AC1Q77JG
BOC Sciences	55050-95-8	https://www.bocsci.com/isamoltane-hemifumarate-cas-55050-95-8-item-26946.html
ChemMol	99105071	http://www.chemmol.com/chemmol/99105071.html
ChemShuttle	113783	http://www.chemshuttle.com/catalogsearch/result/?q=55050-95-8&cat=
Chemieliva Pharmaceutical Co., Ltd	PBCM0637737
Clearsynth	CS-MM-62495	https://www.clearsynth.com/en/CSMM62495.html
Molcore	MC559992	https://www.molcore.com/product/55050-95-8
MuseChem	M018032	https://www.musechem.com/product/M018032.html
NovoSeek	127404
Smolecule	S604003	https://www.smolecule.com/products/s604003
THE BioTek	bt-402785	https://www.thebiotek.com/product/others/bt-402785

PubMed

Title	Date	PubMed
Serotonergic depression of spinal monosynaptic transmission is mediated by 5-HT1B receptors.	2003 Dec 15	14660017
Contribution of 5-hydroxytryptamine1B receptors and 20-hydroxyeiscosatetraenoic acid to fall in cerebral blood flow after subarachnoid hemorrhage.	2003 May	12677022
Effect of sumatriptan in different models of pain in rats.	2004 Aug 23	15306203
Neuronal expression and regulation of CGRP promoter activity following viral gene transfer into cultured trigeminal ganglia neurons.	2004 Jan 30	14715155
Evidence for serotonin receptor subtypes involvement in agmatine antidepressant like-effect in the mouse forced swimming test.	2004 Oct 15	15374751
Endogenously released 5-hydroxytryptamine depresses the spinal monosynaptic reflex via 5-HT1D receptors.	2004 Oct 25	15496296
Histamine H3 receptors inhibit serotonin release in substantia nigra pars reticulata.	2004 Oct 6	15470136
The antidepressant effects of curcumin in the forced swimming test involve 5-HT1 and 5-HT2 receptors.	2008 Jan 6	17942093
5-HT(1B) receptor regulation of serotonin (5-HT) release by endogenous 5-HT in the substantia nigra.	2010 Jan 13	19819310

Patents

Sample Use Guides

In Vivo Use Guide

Rats: 3 mg/kg, i.p.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Racemic isamoltane showed a selective interaction with the 5-HT1B receptor, having an IC50 value of approximately 40 nmol/l irrespective of whether [125I]ICYP or [3H]5-HT was used as ligand.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:26:24 GMT 2023` Edited by `admin` on `Fri Dec 15 16:26:24 GMT 2023`
Record UNII	2TP37O5J17
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISAMOLTAN

Official Name

English

1-((1-METHYLETHYL)AMINO)-3-(2-(1H-PYRROL-1-YL)PHENOXY)-2-PROPANOL

Common Name

English

isamoltan [INN]

Common Name

English

2-PROPANOL, 1-((1-METHYLETHYL)AMINO)-3-(2-(1H-PYRROL-1-YL)PHENOXY)-

Systematic Name

English

(±)-1-(ISOPROPYLAMINO)-3-(O-PYRROL-1-YLPHENOXY)-2-PROPANOL

Common Name

English

Isamoltan [WHO-DD]

Common Name

English

(±)-ISAMOLTANE

Common Name

English

ISAMOLTANE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197