5-Hydroxymebendazole

Modify Date: 2024-01-02 17:59:19

5-Hydroxymebendazole Structure
5-Hydroxymebendazole structure
Common Name 5-Hydroxymebendazole
CAS Number 60254-95-7 Molecular Weight 297.30900
Density 1.401g/cm3 Boiling Point 438.82°C (rough estimate)
Molecular Formula C16H15N3O3 Melting Point N/A
MSDS Chinese USA Flash Point N/A

 Use of 5-Hydroxymebendazole


5-Hydroxymebendazole is the one metabolite of Benzimidazoles. Benzimidazoles are safe, broad-spectrum anthelmintic drugs and are widely used for prevention and treatment of parasitic infections in food-producing animals[1].

 Names

Name Methyl {6-[hydroxy(phenyl)methyl]-1H-benzimidazol-2-yl}carbamate
Synonym More Synonyms

 5-Hydroxymebendazole Biological Activity

Description 5-Hydroxymebendazole is the one metabolite of Benzimidazoles. Benzimidazoles are safe, broad-spectrum anthelmintic drugs and are widely used for prevention and treatment of parasitic infections in food-producing animals[1].
Related Catalog
References

[1]. Hou XL, et al. Development and validation of an ultra high performance liquid chromatography tandem mass spectrometry method for simultaneous determination of sulfonamides, quinolones and benzimidazoles in bovine milk. J Chromatogr B Analyt Technol Biomed Life Sci. 2014;962:20‐29.

 Chemical & Physical Properties

Density 1.401g/cm3
Boiling Point 438.82°C (rough estimate)
Molecular Formula C16H15N3O3
Molecular Weight 297.30900
Exact Mass 297.11100
PSA 90.73000
LogP 2.83650
Index of Refraction 1.716

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DD6498000
CHEMICAL NAME :
2-Benzimidazolecarbamic acid, 5-(alpha-hydroxybenzyl)-, methyl ester
CAS REGISTRY NUMBER :
60254-95-7
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C16-H15-N3-O3
MOLECULAR WEIGHT :
297.34
WISWESSER LINE NOTATION :
T56 BM DNJ CMVO1 GYQR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
59200 ug/kg
SEX/DURATION :
female 8-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
59200 ug/kg
SEX/DURATION :
female 8-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
2 mg/L
REFERENCE :
THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 31,505,1976

 Safety Information

RIDADR NONH for all modes of transport
RTECS DD6498000
HS Code 2933990090

 Synthetic Route

~87%

5-Hydroxymebendazole Structure

5-Hydroxymebendazole

CAS#:60254-95-7

Literature: Sharma; Ojha; Singh; Bhakuni; Srivastava; Gupta; Katiyar Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 8 p. 702 - 704

 Precursor & DownStream

Precursor  1

DownStream  0

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles7

More Articles
Development and validation of an ultra high performance liquid chromatography tandem mass spectrometry method for simultaneous determination of sulfonamides, quinolones and benzimidazoles in bovine milk.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 962 , 20-9, (2014)

A simple, sensitive and reliable analytical method was developed for the simultaneous determination of 38 veterinary drugs (18 sulfonamides, 11 quinolones and 9 benzimidazoles) and 8 metabolites of be...

Efficacy of methyl 5(6)-(alpha-hydroxyphenylmethyl) benzimidazole-2-carbamate, a metabolite of mebendazole, against developing forms of experimental helminth parasites.

Indian J. Exp. Biol. 29(7) , 645-8, (1991)

Methyl 5(6)-(alpha-hydroxyphenylmethyl) benzimidazole-2- carbamate, a metabolite of mebendazole, was evaluated against metamorphic forms of Ancylostoma ceylanicum in hamsters, Nippostrongylus brasilie...

Alterations in metabolic activity of Cysticercus fasciolaris on some anthelmintic treatments.

Indian J. Exp. Biol. 30(4) , 320-3, (1992)

Effect of candidate compounds 81-470 i.e. methyl [5[4-(2-pyridinyl)-1-piperazinyl]carbonyl]-1H-benzimidazole-2-yl]- carbamate and 86-162 i.e. methyl-5(6)-(alpha-hydroxyphenyl methyl) benzimidazole-2-c...

 Synonyms

5-Hydroxylaminopyridin-2-carbonsaeure
tupichilignan A
5-hydroxymebendazole
5-hydroxymatairesinol dimethyl ether
5-Hydroxylaminopicolinsaeure