U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C24H26N8
Molecular Weight 426.5168
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,4-BIS(5-(2-IMIDAZOLINYL)-2-BENZIMIDAZOLYL)BUTANE

SMILES

C(CCC1=NC2=C(N1)C=CC(=C2)C3=NCCN3)CC4=NC5=C(N4)C=C(C=C5)C6=NCCN6

InChI

InChIKey=HSOKEDVIVDSCPU-UHFFFAOYSA-N
InChI=1S/C24H26N8/c1(3-21-29-17-7-5-15(13-19(17)31-21)23-25-9-10-26-23)2-4-22-30-18-8-6-16(14-20(18)32-22)24-27-11-12-28-24/h5-8,13-14H,1-4,9-12H2,(H,25,26)(H,27,28)(H,29,31)(H,30,32)

HIDE SMILES / InChI

Molecular Formula C24H26N8
Molecular Weight 426.5168
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

1,4-BIS(5-(2-IMIDAZOLINYL)-2-BENZIMIDAZOLYL)BUTANE is a dicationically substituted bis-benzimidazole, which was found to be more potent and less toxic than pentamidine in the rat model of Pneumocystis carinii pneumonia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pentamidine is a potent inhibitor of [3H]idazoxan binding to imidazoline I2 receptors.
1999-06-21
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
1995-11-24
Selective inhibition of topoisomerases from Pneumocystis carinii compared with that of topoisomerases from mammalian cells.
1994-09
Activity of cationically substituted bis-benzimidazoles against experimental Pneumocystis carinii pneumonia.
1993-08

Sample Use Guides

Rats: 1,4-BIS(5-(2-IMIDAZOLINYL)-2-BENZIMIDAZOLYL)BUTANE showed excellent activity down to a dose of 2.5 mg/kg/day and produced a significant reduction, compared with the saline control group, in the number of cysts per gram of lung tissue at a dose of 1 mg/kg/day. A compound showed no overt toxicity when administered at 15mg/kg/day for 14 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:52:06 GMT 2025
Edited
by admin
on Mon Mar 31 21:52:06 GMT 2025
Record UNII
A9K12S2G4K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,4-BIS(5-(2-IMIDAZOLINYL)-2-BENZIMIDAZOLYL)BUTANE
Systematic Name English
BIBB
Preferred Name English
1H-BENZIMIDAZOLE, 2,2'-(1,4-BUTANEDIYL)BIS(6-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
456606
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID50933394
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
FDA UNII
A9K12S2G4K
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
CAS
148344-24-5
Created by admin on Mon Mar 31 21:52:06 GMT 2025 , Edited by admin on Mon Mar 31 21:52:06 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY