5-METHYLURAPIDIL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H31N5O3
Molecular Weight	401.5025
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(C=CC=C1)N2CCN(CCCNC3=C(C)C(=O)N(C)C(=O)N3C)CC2

InChI

InChIKey=HIHZDNKKIUQQSC-UHFFFAOYSA-N

InChI=1S/C21H31N5O3/c1-16-19(23(2)21(28)24(3)20(16)27)22-10-7-11-25-12-14-26(15-13-25)17-8-5-6-9-18(17)29-4/h5-6,8-9,22H,7,10-15H2,1-4H3

HIDE SMILES / InChI

Molecular Formula	C21H31N5O3
Molecular Weight	401.5025
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Alpha-1a adrenergic receptor 67 Target ID: CHEMBL229 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9490024	Antagonist 2849	9.2 null [pKi]
Alpha-1b adrenergic receptor 45 Target ID: CHEMBL232 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9249248	Antagonist 2849	7.7 null [pKi]
Alpha-1d adrenergic receptor 37 Target ID: CHEMBL223 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9249248	Antagonist 2849	8.0 null [pKi]

PubMed

Title	Date	PubMed
Cell membrane chromatography competitive binding analysis for characterization of α1A adrenoreceptor binding interactions.	2011-07	21544540
Adventitia removal does not modify the alphaID-adrenoceptors response in aorta during hypertension and ageing.	2009-07	19566752
Smooth muscle alpha1D-adrenoceptors mediate phenylephrine-induced vasoconstriction and increases in endothelial cell Ca2+ in hamster cremaster arterioles.	2008-10	18604236
Functional alpha(1)-adrenoceptor subtypes in human submandibular glands.	2006-03	16498073
Correlation between mRNA levels and functional role of alpha1-adrenoceptor subtypes in arteries: evidence of alpha1L as a functional isoform of the alpha1A-adrenoceptor.	2005-11	15951348
Differential distribution of functional alph}1-adrenergic receptor subtypes along the rat tail artery.	2005-08	15872040
Cloned human 5-HT1A receptor pharmacology determined using agonist binding and measurement of cAMP accumulation.	2004-10	15482641
Chromatography studies on bio-affinity of nine ligands of alpha1-adrenoceptor to alpha1D subtypes overexpressed in cell membrane.	2004-08	15493479
Phe-308 and Phe-312 in transmembrane domain 7 are major sites of alpha 1-adrenergic receptor antagonist binding. Imidazoline agonists bind like antagonists.	2001-07-06	11331292
Affinity of serotonin receptor antagonists and agonists to recombinant and native alpha1-adrenoceptor subtypes.	2001-06	11459121
Use of antisense oligonucleotides to verify the role of the alpha(1A)-adrenergic receptor in the contractility of the rat uterus post partum.	2001-05	11306708
Characterization of alpha1-adrenoceptor subtypes mediating noradrenaline-induced contraction of rat epididymal vas deferens in calcium-free medium.	1999	10416824
Molecular cloning, genomic characterization and expression of novel human alpha1A-adrenoceptor isoforms.	1998-01-30	9490024
Pharmacology of tamsulosin: saturation-binding isotherms and competition analysis using cloned alpha 1-adrenergic receptor subtypes.	1997-09-15	9294627
Pharmacological pleiotropism of the human recombinant alpha1A-adrenoceptor: implications for alpha1-adrenoceptor classification.	1997-07	9249248
Structure activity relationships of a series of buspirone analogs at alpha-1 adrenoceptors: further evidence that rat aorta alpha-1 adrenoceptors are of the alpha-1D-subtype.	1996-07	8764344
Hypotensive and hypertensive effects of catecholamines intrathecally injected in anesthetized rats.	1996-06-10	8816361
KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues.	1995-08	7651358
Effect of alpha 1 adrenoceptor antagonists on prostatic pressure and blood pressure in the anesthetized dog.	1994-07	7913781
The alpha 1-adrenergic receptor that mediates smooth muscle contraction in human prostate has the pharmacological properties of the cloned human alpha 1c subtype.	1994-04	8183249
Differential cardiovascular effects of 8-hydroxy-2-(di-n-propylamino) tetralin (8-OH-DPAT), flesinoxan, 5-methyl-urapidil and MDL 75,608A in conscious spontaneously hypertensive rats.	1993	7906241

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:00:19 GMT 2025` Edited by `admin` on `Mon Mar 31 19:00:19 GMT 2025`
Record UNII	1HLS600135
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-METHYLURAPIDIL

Common Name

English

5-METHYL-6((3-(4-(2-METHOXYPHENYL)-1-PIPERAZINYL)PROPYL)-AMINO)-1,3-DIMETHYLURACIL

Preferred Name

English

Code System Code Type Description

CAS

34661-85-3