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Metronidazole benzoate

Metronidazole benzoate structure

CAS No:
13182-89-3
Formula:
C13H13N3O4
Chemical Name:
Metronidazole benzoate
Synonyms:
1H-Imidazole-1-ethanol,2-methyl-5-nitro-,1-benzoate;Imidazole-1-ethanol,2-methyl-5-nitro-,benzoate (ester);1H-Imidazole-1-ethanol,2-methyl-5-nitro-,benzoate (ester);Imidazole-1-ethanol,2-methyl-5-nitro-,benzoate;Metronidazole benzoate;Benzoylmetronidazole;Klion suspension;2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate;2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethylbenzoate
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

White or slightly yellowish, crystalline powder or flakes.ChEBI: A benzoate ester resulting from the formal condensation of benzoic acid with the hydroxy group of metronidazole.

Metronidazole benzoate is a benzoate ester resulting from the formal condensation of benzoic acid with the hydroxy group of metronidazole. It has a role as an antibacterial drug, an antimicrobial agent, an antiparasitic agent, an antitrichomonal drug and a prodrug. It derives from a metronidazole and a benzoic acid.|Metronidazole Benzoate is the benzoate ester of metronidazole, a synthetic nitroimidazole derivative with antiprotozoal and antibacterial activities.

Metronidazole benzoate Basic Attributes

Molecular Weight：

275.26

Exact Mass：

275.26

EC Number：

236-131-7

UNII：

A355C835XC

DSSTox ID：

DTXSID60157221

NCI Thesaurus Code：

C87387

HScode：

2933290000

Characteristics

PSA：

89.9

XLogP3：

Density：

1.31±0.1 g/cm3(Predicted)

Melting Point：

100 °C

Boiling Point：

487.7±25.0 °C(Predicted)

Flash Point：

150.5±17.2 °C

Refractive Index：

1.627

Water Solubility：

Practically insoluble in water, freely soluble in methylene chloride, soluble in acetone, slightly soluble in alcohol.

Vapor Pressure：

2.88E-14mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

Precautionary statement(s)：

P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Danger|H302 (42.86%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 59 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

benzoylmetronidazole

Metronidazole benzoate Use and Manufacturing

Methods of Manufacturing

General procedure: To a mixture of respected aryl carboxylic acid (3o-3x, 10 mmol) andMOTS (3.24 g, 10 mmol) in DMF (10 mL) potassium carbonate wasadded (1.38 g, 10 mmol) and heated at 80 C. After 3 days, the reactionmixture was poured into the ice water and the formed insoluble matterwas recovered by filtration. The insoluble matter was dissolved in hotethanol, whereupon the mixture was allowed to cool and crystalsformed were collected and dried in air. 4.2.3.1. 4.2.3.1.2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate(4n). Yellow crystals, yield: 63%, m.p. 101-103 C. IR (KBr, vmax/cm-1): 3017, 2982, 1717, 1598, 1523, 1365, 1187. 1H NMR (DMSO-d6, 300 MHz) deltappm: 8.06 (s, 1H, ArH), 7.87-7.51 (m, 5H, ArH), 4.75 (t, 3 J=6 Hz, 2H, OCH2), 4.65(t, 3 J=6 Hz, 2H, NCH2), 2.48 (s, 3H, CH3). For C13H13N3O4, calcd.: C, 56.72; H, 4.76; N, 15.27; Found: C, 57.06; H, 4.61; N, 15.56.

Uses

Anti-infective.Antiparasitic drugs. Amoeba, trichomoniasis and anaerobic infections.

Computed Properties

Molecular Weight:275.26
XLogP3:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:275.09060590
Monoisotopic Mass:275.09060590
Topological Polar Surface Area:89.9
Heavy Atom Count:20
Complexity:352
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Metronidazole benzoate

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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