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=CC=C(C=C5N4)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
Activity of cationically substituted bis-benzimidazoles against experimental Pneumocystis carinii pneumonia.
1993 Aug
Selective inhibition of topoisomerases from Pneumocystis carinii compared with that of topoisomerases from mammalian cells.
1994 Sep
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
1995 Nov 24
Pentamidine is a potent inhibitor of [3H]idazoxan binding to imidazoline I2 receptors.
1999 Jun 21

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 Sat Dec 16 08:04:50 GMT 2023
Edited
by admin
on Sat Dec 16 08:04:50 GMT 2023
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
Common 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 Sat Dec 16 08:04:50 GMT 2023 , Edited by admin on Sat Dec 16 08:04:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID50933394
Created by admin on Sat Dec 16 08:04:50 GMT 2023 , Edited by admin on Sat Dec 16 08:04:50 GMT 2023
PRIMARY
FDA UNII
A9K12S2G4K
Created by admin on Sat Dec 16 08:04:50 GMT 2023 , Edited by admin on Sat Dec 16 08:04:50 GMT 2023
PRIMARY
CAS
148344-24-5
Created by admin on Sat Dec 16 08:04:50 GMT 2023 , Edited by admin on Sat Dec 16 08:04:50 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY