Buloxibutid

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H29N3O4S2
Molecular Weight	475.624
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCOC(=O)NS(=O)(=O)C1=C(C=C(CC(C)C)S1)C2=CC=C(CN3C=CN=C3)C=C2

InChI

InChIKey=XTEOJPUYZWEXFI-UHFFFAOYSA-N

InChI=1S/C23H29N3O4S2/c1-4-5-12-30-23(27)25-32(28,29)22-21(14-20(31-22)13-17(2)3)19-8-6-18(7-9-19)15-26-11-10-24-16-26/h6-11,14,16-17H,4-5,12-13,15H2,1-3H3,(H,25,27)

HIDE SMILES / InChI

Molecular Formula	C23H29N3O4S2
Molecular Weight	475.624
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15537354
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/25560767 | https://www.ncbi.nlm.nih.gov/pubmed/19029468

Compound M24 is a selective angiotensin II AT2 receptor agonist with a Ki value of 0.4 nM for the AT2 receptor. Compound enhances in vivo duodenal alkaline secretion in Sprague-Dawley rats, and lowers the mean arterial blood pressure in anesthetized, spontaneously hypertensive rats. In a mouse model of atherosclerosis, plaque size and stability were improved in ApoE‐/‐ mice treated with M24. Treatment with M24 resulted in decrease in scar size and reduction in markers of inflammation in a rat model of myocardial infaction.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Angiotensin II type 2 (AT-2) receptor 10 Target ID: CHEMBL4607 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15537354	Agonist 2752		0.4 nM [Ki]

Conditions

Condition	Modality	Highest Phase	Product
Hypertension 575 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15537354	Primary	Preclinical	Unknown Approved Use Unknown
Atherosclerosis 76 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25560767	Preventing	Preclinical	Unknown Approved Use Unknown
Myocardial infarction 125 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19029468	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Compound 21, a selective agonist of angiotensin AT2 receptors, prevents endothelial inflammation and leukocyte adhesion in vitro and in vivo.	2016-02	25560767
Angiotensin II type 2 receptor stimulation: a novel option of therapeutic interference with the renin-angiotensin system in myocardial infarction?	2008-12-09	19029468
Design, synthesis, and biological evaluation of the first selective nonpeptide AT2 receptor agonist.	2004-11-18	15537354

Patents

Sample Use Guides

In Vivo Use Guide

The in vivo experiments were performed on anaesthetized nonfasted male Sprague-Dawley rats and spontaneously hypertensive rats (SHR). Compound M24 was administered intravenously at 0.003-0.3 mg/kg h. Oral PK study on rats have demonstrated absolute bioavailability of 20-30%. In the model of miocardial infarction rats were treated with M24 intraperitoneally at 0.01-0.3 mg/kg.

Route of Administration: Other

In Vitro Use Guide

Affinity towards AT2 receptor was evaluated in a radioligand binding assays by displacement of [125I]Ang II from AT2 receptors in pig uterus membranes. Compound M24 binds to AT2 receptor with Ki of 0.4 nM.

Substance Class	Chemical Created by `admin` on `Tue Apr 01 20:45:00 GMT 2025` Edited by `admin` on `Tue Apr 01 20:45:00 GMT 2025`
Record UNII	RC2V4W0EYC
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

C-21

Preferred Name

English

Buloxibutid

Official Name

English

M-24

Code

English

buloxibutid [INN]

Common Name

English

C21

Code

English

Carbamic acid, [[3-[4-(1H-imidazol-1-ylmethyl)phenyl]-5-(2-methylpropyl)-2-thienyl]sulfonyl]-, butyl ester

Systematic Name

English

butyl [3-{4-[(1H-imidazol-1-yl)methyl]phenyl}-5-(2-methylpropyl)thiophene-2-sulfonyl]carbamate

Systematic Name

English

T2 AGONIST COMPOUND 21

Common Name

English

COMPOUND 21

Common Name

English

Butyl [3-[4-[(1H-imidazol-1-yl)methyl]phenyl]-5-isobutylthiophen-2-yl]sulfonylcarbamate

Systematic Name

English

C 21 [WHO-DD]

Common Name

English

Code System Code Type Description

PUBCHEM

9804984