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Mebendazole

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Identification
Molecular formula
C16H13N3O3S
CAS number
31431-39-7
IUPAC name
methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
State
State

At room temperature, Mebendazole exists in a solid state, typically as a crystalline powder used in pharmaceutical forms such as tablets.

Melting point (Celsius)
288.00
Melting point (Kelvin)
561.15
Boiling point (Celsius)
362.00
Boiling point (Kelvin)
635.15
General information
Molecular weight
295.35g/mol
Molar mass
295.3530g/mol
Density
1.3000g/cm3
Appearence

Mebendazole typically appears as a white to slightly yellowish powder. It is practically odourless and is used as an anthelmintic drug to treat parasitic worm infestations.

Comment on solubility

Solubility of Methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate

The solubility of methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate, with the chemical formula C16H13N3O3S, presents an interesting profile influenced by its molecular structure. Here are some key points regarding its solubility:

  • Polar vs. Non-Polar Interactions: The compound contains several functional groups, such as carbamate and benzimidazole, which can influence its solubility in polar solvents like water.
  • Solvent Compatibility: It is expected that the presence of the sulfur and nitrogen atoms may enhance solubility in organic solvents, while hindering it in highly polar solvents.
  • Temperature Dependency: Like many organic compounds, the solubility may increase with temperature, suggesting that heating could facilitate dissolution in suitable solvents.
  • Effect of pH: The solubility can also be affected by the pH of the solution, particularly due to the presence of acidic or basic functional groups.

In summary, understanding the solubility of methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate is crucial for its application in various chemical processes. As one researcher noted, "solubility is not just a property, but a gateway to reactivity and interaction." Therefore, comprehensive solubility studies are essential to optimize its usage in appropriate applications.

Interesting facts

Interesting Facts about Methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate

Methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate is a fascinating compound that embodies the intersection of organic chemistry and medicinal science. This compound is notable for several reasons:

  • Versatile Structure: The presence of the benzimidazole moiety allows this compound to exhibit diverse biological activities, making it a valuable scaffold for drug development.
  • Antimicrobial Potential: Compounds containing sulfur and benzimidazole are often studied for their antibacterial and antifungal properties. Research has suggested that derivatives may interfere with microbial metabolism.
  • Pharmaceutical Applications: The combination of carbamate and benzimidazole frameworks in this molecule means it could lead to potential therapeutic agents, particularly in treating conditions related to parasitic infections or tumors.
  • Chemical Modifications: The sulfanyl (thioether) group is a point of interest for synthetic chemists, as it can be used to introduce further functional groups or to enhance reactivity in subsequent chemical reactions.

Considering the ongoing research into benzimidazole derivatives, the exploration of methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate could pave the way for novel solutions in pharmacology. As scientists often say, “innovation is born from the understanding of what already exists.” This compound illustrates just how foundational our knowledge of chemical structures can be in advancing health science.

In summary, methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate is not only a structurally intriguing compound but also a promising candidate for further research in medicinal chemistry.

Synonyms
fenbendazole
43210-67-9
Panacur
Fenbendazol
Phenbendasol
Fenbendazolum
Hoe 881v
Safe-Guard
Methyl 5-(phenylthio)-2-benzimidazolecarbamate
Safe-quard
Panacur aquasol
HOE-881v
2-(Methoxycarbonylamino)-5-(phenylthio)benzimidazole
Fenbendazole (Panacur)
CCRIS 7309
methyl (6-(phenylthio)-1H-benzo[d]imidazol-2-yl)carbamate
Fenbendazol [INN-Spanish]
Fenbendazolum [INN-Latin]
EINECS 256-145-7
MFCD00144301
methyl [5-(phenylsulfanyl)-1H-benzimidazol-2-yl]carbamate
methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
NSC-757824
UNII-621BVT9M36
Fenbendazole for veterinary use
HOE-881Y
DTXSID0040672
methyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
CHEBI:77092
Carbamic acid, (5-(phenylthio)-1H-benzimidazol-2-yl)-, methyl ester
Carbamic acid, N-[6-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester
Methyl (5-(phenylthio)-1H-benzimidazol-2-yl)carbamate
621BVT9M36
5-(phenylthio)-2-benzimidazolecarbamic acid methyl ester
Fenbendazole (USP/INN)
2-Benzimidazolecarbamic acid, 5-(phenylthio)-, methyl ester
Carbamic acid, [5-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester
CHEMBL37161
MLS000069723
DTXCID8020672
[5-(Phenylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester
HOE 881
N-[6-(phenylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester
Fenbendazole [USAN:USP:INN:BAN]
methyl [5-(phenylthio)-1H-benzimidazol-2-yl]carbamate
NSC 757824
NCGC00016855-01
SMR000058217
CAS-43210-67-9
Fenbendazol (INN-Spanish)
Fenbendazolum (INN-Latin)
Methyl [5-(Phenylthio)benzimidazol-2-yl]carbamate
FENBENDAZOLE (USP-RS)
FENBENDAZOLE [USP-RS]
methyl 5-(phenylthio)-1H-benzo[d]imidazol-2-ylcarbamate
methyl (5-(phenylthio)-1H-benzo[d]imidazol-2-yl)carbamate
Fenbendazole D3 (methyl D3)
[5-(Phenylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester
Fenbendazole (USAN:USP:INN:BAN)
FENBENDAZOLE (USP MONOGRAPH)
FENBENDAZOLE [USP MONOGRAPH]
FENBENDAZOLE (EMA EPAR VETERINARY)
FENBENDAZOLE [EMA EPAR VETERINARY]
Fenbendazole [USAN:BAN:INN]
FENBENDAZOLE FOR VETERINARY USE (EP IMPURITY)
FENBENDAZOLE FOR VETERINARY USE (EP MONOGRAPH)
FENBENDAZOLE FOR VETERINARY USE [EP IMPURITY]
FENBENDAZOLE FOR VETERINARY USE [EP MONOGRAPH]
Methyl (5-(phenylsulfanyl)-1H-benzimidazol-2-yl)carbamate
Pancacur
Axilur
OXFENDAZOLE FOR VETERINARY USE IMPURITY A (EP IMPURITY)
OXFENDAZOLE FOR VETERINARY USE IMPURITY A [EP IMPURITY]
(5-(phenylthio)-1H-benzimidazol-2-yl)carbamic acid methyl ester
Panacur C Canine
Worm-A-Rest
Prestwick_213
Safe-Guard AquaSol
Panacur (TN)
panacur, safe-guard
Panacur (veterinary)
Safe-Guard, Panacur
Spectrum_001254
Fenbendazole (Standard)
Fenbendazole, >=98%
Panacur Suspension 10%
Prestwick0_000210
Prestwick1_000210
Prestwick2_000210
Prestwick3_000210
Spectrum2_000040
Spectrum3_000911
Spectrum4_001010
Spectrum5_001359
FENBENDAZOLE [MI]
FENBENDAZOLE [INN]
Panacur Granules 22.2%
FENBENDAZOLE [USAN]
cid_3334
Panacur [veterinary] (TN)
Oprea1_477843
BSPBio_000199
KBioGR_001479
KBioSS_001734
MLS006010049
DivK1c_000257
FENBENDAZOLE [WHO-DD]
SCHEMBL166352
SPECTRUM1501016
SPBio_000139
SPBio_002120
BPBio1_000219
HOE 881Y
SCHEMBL8469702
SCHEMBL20796999
BDBM31047
HMS500M19
HY-B0413R
KBio1_000257
KBio2_001734
KBio2_004302
KBio2_006870
KBio3_001882
FENBENDAZOLE [GREEN BOOK]
P02CA06
Panacur 10% Paste, Safe-Guard
NINDS_000257
HMS1568J21
HMS1921D03
HMS2090G12
HMS2092B11
HMS2095J21
HMS2234P14
HMS3371J16
HMS3656C04
HMS3712J21
Pharmakon1600-01501016
BCP22258
HY-B0413
Tox21_110649
Tox21_301828
CCG-39631
NSC757824
s2468
Safe-Guard Type A Medicated Article
STK378581
AKOS005448335
AKOS024462438
Tox21_110649_1
AC-8717
CCG-220210
DB11410
FF23242
KS-5042
IDI1_000257
NCGC00016855-02
NCGC00016855-03
NCGC00016855-04
NCGC00016855-05
NCGC00016855-06
NCGC00016855-07
NCGC00016855-08
NCGC00016855-10
NCGC00016855-11
NCGC00022515-03
NCGC00022515-04
NCGC00022515-05
NCGC00255694-01
SMR004701217
SY052602
SBI-0051634.P002
AB00052199
F0812
NS00010603
SW196522-3
C21876
D04140
AB00052199-13
AB00052199-14
AB00052199_15
AB00052199_16
Fenbendazole, VETRANAL(TM), analytical standard
methyl 5-(phenyl-thio)-2-benzimidazole-carbamate
Methyl 5-phenylthio-1H-benzimidazol-2-ylcarbamate
Q908013
SR-01000000195
SR-05000001768
SR-01000000195-2
SR-05000001768-1
BRD-K51318897-001-04-7
BRD-K51318897-001-07-0
BRD-K51318897-001-14-6
BRD-K51318897-001-15-3
BRD-K56309460-001-03-0
OXFENDAZOLE IMPURITY, FENBENDAZOLE-(USP IMPURITY)
Methyl 5-(phenylsulfanyl)-1H-benzimidazol-2-ylcarbamate #
methyl N-(5-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
OXFENDAZOLE IMPURITY, FENBENDAZOLE- [USP IMPURITY]
Fenbendazole, European Pharmacopoeia (EP) Reference Standard
(5-Phenylsulfanyl-1H-benzoimidazol-2-yl)-carbamic acid methyl ester
Fenbendazole, United States Pharmacopeia (USP) Reference Standard
Panacur; Phenbendasol; Safe-quard; Hoe 881v; Hoe881v; Hoe-881v
Panacur C (OTC), Safe-Guard Canine (OTC), Panacur Granules 22.2% (Rx)
Fenbendazole, Pharmaceutical Secondary Standard; Certified Reference Material
256-145-7