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Bisbenzimidazole

HCID 2392
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
23491-44-3
Standard SMILES
CN1CCN(c2ccc3nc(-c4ccc5nc(-c6ccc(O)cc6)[nH]c5c4)[nH]c3c2)CC1
InChIKey
INAAIJLSXJJHOZ-UHFFFAOYSA-N
Molecular formula
C25H24N6O
Average molar mass
424.5 g/mol
Monoisotopic mass
424.20115941

Overview

Pibenzimol is a bibenzimidazole and a N-methylpiperazine. It has a role as an anthelminthic drug and a fluorochrome.

Names & identifiers

Preferred name
Bisbenzimidazole
IUPAC
4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol
English name
HOECHST 33258
Molecular formula
C25H24N6O
Molecular weight
424.5

Names & synonyms

Pibenzimol23491-44-3BisbenzimidazoleHoe-33258LHQ7J5KV9BCHEBI:520824-(5-(4-Methyl-1-piperazinyl)(2,5'-bi-1H-benzimidazol)-2'-yl)phenolp-(5-(5-(4-Methyl-1-piperazinyl)-2-benzimidazolyl)-2-benzimidazolyl)phenolNSC322921SL-11063DTXSID3066899Phenol, p-(5-(5-(4-methyl-1-piperazinyl)-2-benzimidazolyl)-2-benzimidazolyl)-
Show more names
BisbenzimidazolBISBENZIMIDE H 33258hoechst 33258 (bisbenzimide)CELLSTAIN- HOECHST 33258 SOLUTIONbis-benzimide (hydroxyphenyl form)BISBENZIMIDE TRIHYDROCHLORIDE HYDRATEbisbenzimide trihydrochloride cell*culture tested4-[6'-(4-Methylpiperazino)-6,2'-bi[1H-benzimidazole]-2-yl]phenol
NSC 3229214-[5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzimidazol-2'-yl]phenol4-(5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzimidazol-2'-yl)phenolPhenol, p-[5-[5-(4-methyl-1-piperazinyl)-2-benzimidazolyl]-2-benzimidazolyl]-RefChem:120360DTXCID60368814-(5-(5-(4-Methylpiperazin-1-yl)benzimidazol-2-yl)benzimidazol-2-yl)phenol245-689-0

Properties

Computed structural properties

XLogP
4
Topological polar surface area
84.1 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
32
Formal charge
0
Complexity
634

Physicochemical properties

Melting point
314 °C · 314 °C
Boiling point
746.9 · 746.9±70.0 °C(Predicted)
Density
1.355 · 1.355±0.06 g/cm3(Predicted)
storage temp.
20 °C · −20°C
solubility
2 O: · H2O: 10 mg/mL
form
powder
pka
9.23 · 9.23±0.15(Predicted)
color
Light yellow to yellow
Stability
Stable. Incompatible with strong oxidizing agents. Light sensitive.
FDA UNII
7 J5KV9B · LHQ7J5KV9B
NCI Drug Dictionary
pibenzimol
EPA Substance Registry System
4 · Phenol, 4-[5-(4-methyl-1-piperazinyl)[2,5'-bi-1H-benzimidazol]-2'-yl]- (23491-44-3)
Hazard Codes
Xn
Risk Statements
22 · 22-36/38
Safety Statements
26 · 26-36
WGK Germany

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
3-8-10
wgk
3
tsca
TSCA listed
rtecs
SM1140500
risk_code
22-36/38
hazard_code
Xn
safety_code
26-36

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Pharmacological agents destructive to nematodes in the superfamily Filarioidea.

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Uses & manufacturing

General Manufacturing InformationPhenol, 4-[5-(4-methyl-1-piperazinyl)[2,5'-bi-1H-benzimidazol]-2'-yl]-: INACTIVE
Applications · 1 item

UsesHoechst 33258 is a marker dye in Hoechst series. Hoechst is A live nuclear marker dye. Hoechst binds to the grooves in the DNA double strand, which tends to be A/ T-rich DNA strand. Although it binds to all nucleic acids, the A/ T-rich double strand DNA significantly enhances fluorescence intensity Therefore,Hoechst dye can be used for living cell labeling. The fluorescence intensity of Hoechst dye increases with the increase of pH of solution[1].

Suppliers27 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
陕西科贝莱药物研发有限公司13119135307 13119135307 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
23491-44-3
PubChem CID
2392
DTXSID
DTXSID3066899
ChEMBL
CHEMBL301735、CHEMBL34922
ChEBI
CHEBI:52082
UNII
LHQ7J5KV9B
EC Number
245-689-0
Nikkaji
J221.633G
3 · 3
RTECS
1140500 · SM1140500
F
3 · 3-8-10
TSCA
TSCA listed
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]
河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
上海相辉医药科技有限公司13761987713; 13761987713 · [email protected]
ChemeGen 中国18818260767 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海珈得尔化学技术有限公司13564435016 13564435016 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
天津凯利奇生物科技有限公司15076683720 · [email protected]
上海超岚化工科技中心(原上海巢莱)0-2022843681 15618226720 · [email protected]
菏泽开发区创蠡化工科技有限公司0530-+86-530-529 6766,+86-15666160102 15666160102 · [email protected]
Musechem+1-800-259-7612 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
聿锦(天津)科技有限公司13370351217 kungfu1217@1 · [email protected]
山东灵青医药科技有限公司18668996177 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
上海捷世凯生物科技有限公司021-57520305 13795461237 · [email protected]
烟台盛凯伦化学科技有限公司开发区第一分公司13356901049 · [email protected]
郑州灏德医药科技有限公司18037386321 · [email protected]
上海安能健生物医药科技有限公司021-68781987 13818305065 · [email protected]
广州优南科技有限公司020-82000279 18988941452 · [email protected]

Additional notes

DefinitionChEBI: Pibenzimol is a bibenzimidazole and a N-methylpiperazine. It has a role as a fluorochrome and an anthelminthic drug.