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Details

Stereochemistry ACHIRAL
Molecular Formula C23H28N3O4S2.Na
Molecular Weight 497.606
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Buloxibutid sodium

SMILES

[Na+].CCCCOC(=O)[N-]S(=O)(=O)C1=C(C=C(CC(C)C)S1)C2=CC=C(CN3C=CN=C3)C=C2

InChI

InChIKey=ZUHAJKQDALIGJV-UHFFFAOYSA-M
InChI=1S/C23H29N3O4S2.Na/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);/q;+1/p-1

HIDE SMILES / InChI

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.4 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

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

Sample Use Guides

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
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.
Name Type Language
Buloxibutid sodium
Common Name English
C-21 SODIUM
Preferred Name English
BUTYL (3-(4-((1H-IMIDAZOL-1-YL)METHYL)PHENYL)-5-ISOBUTYLTHIOPHEN-2-YL)SULFONYLCARBAMATE SODIUM SALT
Systematic Name English
C21 SODIUM
Code English
3-(4-(1H-IMIDAZOL-1-YLMETHYL)PHENYL)-5-(2-METHYLPROPYL)THIOPHENE-2-((N-BUTYLOXYLCARBAMATE)-SULPHONAMIDE) SODIUM SALT
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 550816
Created by admin on Tue Apr 01 20:41:27 GMT 2025 , Edited by admin on Tue Apr 01 20:41:27 GMT 2025
Code System Code Type Description
FDA UNII
Y151F1Q61I
Created by admin on Tue Apr 01 20:41:27 GMT 2025 , Edited by admin on Tue Apr 01 20:41:27 GMT 2025
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PUBCHEM
126961847
Created by admin on Tue Apr 01 20:41:27 GMT 2025 , Edited by admin on Tue Apr 01 20:41:27 GMT 2025
PRIMARY
SMS_ID
300000001701
Created by admin on Tue Apr 01 20:41:27 GMT 2025 , Edited by admin on Tue Apr 01 20:41:27 GMT 2025
PRIMARY