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Etanidazole

Etanidazole structure

CAS No:
22668-01-5
Formula:
C7H10N4O4
Chemical Name:
Etanidazole
Synonyms:
1H-Imidazole-1-acetamide,N-(2-hydroxyethyl)-2-nitro-;Imidazole-1-acetamide,N-(2-hydroxyethyl)-2-nitro-;N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamide;SR 2508;NSC 301-467;Etanidazole;Radinyl;N-(2-Hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide;74083-16-2
Categories:
Analytical Chemistry > Standard

Description

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells.

Etanidazole is a monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells. It has a role as an antineoplastic agent, a prodrug, an alkylating agent and a radiosensitizing agent. It is a member of imidazoles, a C-nitro compound and a monocarboxylic acid amide. It derives from an ethanolamine.|Etanidazole has been used in trials studying the diagnostic of Adult Ependymoma, Malignant Ascites, Adult Gliosarcoma, Adult Mixed Glioma, and Adult Glioblastoma, among others.|Etanidazole is a 2-nitroimidazole with radiosensitizing properties. Etanidazole depletes glutathione and inhibits glutathione transferase, thereby enhancing the cytotoxicity of ionizing radiation. This agent may also be useful as an imaging agent for identifying hypoxic, drug-resistant regions of primary tumors or metastases. (NCI04)|A nitroimidazole that sensitizes hypoxic tumor cells that are normally resistant to radiation therapy.

Etanidazole Basic Attributes

Molecular Weight：

214.18

Exact Mass：

214.18

UNII：

30DKA3Q1HL

NSC Number：

301467

DSSTox ID：

DTXSID8045434

NCI Thesaurus Code：

C1092

HScode：

2933290090

Characteristics

PSA：

113

XLogP3：

-1.66

Density：

1.6±0.1 g/cm3

Melting Point：

162-163° (Beaman); mp 164.5-165° (Lee)

Boiling Point：

354.3°C (rough estimate)

Refractive Index：

1.646

Water Solubility：

Chloroform < 1 (mg/mL)

Storage Conditions：

2-8°C

Safety Information

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

NI3355000

Marks：

Stability/Shelf Life：

Bulk: The sample is stable at room temperature for at least one month (HPLC). Solution: As a 10% solution in water, the chemical is stable for at least 24 hours (HPLC).

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells. (See all compounds classified as Radiation-Sensitizing Agents.)

MeSH Entry Terms：

Etanidazole

Etanidazole Use and Manufacturing

Antineoplastic (hypoxic cell radiosensitizer).

Computed Properties

Molecular Weight:214.18
XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:214.07020481
Monoisotopic Mass:214.07020481
Topological Polar Surface Area:113
Heavy Atom Count:15
Complexity:242
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes