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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

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
Design, synthesis, and biological evaluation of the first selective nonpeptide AT2 receptor agonist.
2004 Nov 18
Compound 21, a selective agonist of angiotensin AT2 receptors, prevents endothelial inflammation and leukocyte adhesion in vitro and in vivo.
2016 Feb
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 13:27:27 GMT 2023
Edited
by admin
on Sat Dec 16 13:27:27 GMT 2023
Record UNII
Y151F1Q61I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Buloxibutid sodium
Common 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
C-21 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 Sat Dec 16 13:27:27 GMT 2023 , Edited by admin on Sat Dec 16 13:27:27 GMT 2023
Code System Code Type Description
FDA UNII
Y151F1Q61I
Created by admin on Sat Dec 16 13:27:27 GMT 2023 , Edited by admin on Sat Dec 16 13:27:27 GMT 2023
PRIMARY
PUBCHEM
126961847
Created by admin on Sat Dec 16 13:27:27 GMT 2023 , Edited by admin on Sat Dec 16 13:27:27 GMT 2023
PRIMARY
SMS_ID
300000001701
Created by admin on Sat Dec 16 13:27:27 GMT 2023 , Edited by admin on Sat Dec 16 13:27:27 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY