Imidazole

Modify Date: 2024-01-02 15:05:29

Imidazole Structure
Imidazole structure
 Common Name Imidazole
CAS Number 288-32-4 Molecular Weight 68.077
Density 1.1±0.1 g/cm3 Boiling Point 257.0±9.0 °C at 760 mmHg
Molecular Formula C3H4N2 Melting Point 88-91 °C(lit.)
MSDS Chinese USA Flash Point 145.0±0.0 °C
Symbol GHS05 GHS07 GHS08
GHS05, GHS07, GHS08		 Signal Word Danger

 Use of Imidazole


Imidazole is a planar 5-membered ring. Imidazole is a highly polar compound. Imidazole has been used extensively as a corrosion inhibitor.Imidazole is incorporated into many important biological molecules. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Imidazole is useful as a buffer in the pH range of 6.2-7.8 One of the applications of imidazole is in the purification of His-tagged proteins in immobilised metal affinity chromatography(IMAC). Imidazole is used to elute tagged proteins bound to Ni ions attached to the surface of beads in the chromatography column. An excess of imidazole is passed through the column, which displaces the His-tag from nickel co-ordination, freeing the His-tagged proteins. Imidazole has become an important part of many pharmaceuticals. Synthetic imidazoles are present in many fungicides and antifungal, antiprotozoal, and antihypertensive medications. Imidazole is part of the theophylline molecule, found in tea leaves and coffee beans, which stimulates the central nervous system. It is present in the anticancer medication mercaptopurine, which combats leukemia by interfering with DNA activities.

 Names

Name 1H-imidazole
Synonym More Synonyms

 Imidazole Biological Activity

Description Imidazole is a planar 5-membered ring. Imidazole is a highly polar compound. Imidazole has been used extensively as a corrosion inhibitor.Imidazole is incorporated into many important biological molecules. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Imidazole is useful as a buffer in the pH range of 6.2-7.8 One of the applications of imidazole is in the purification of His-tagged proteins in immobilised metal affinity chromatography(IMAC). Imidazole is used to elute tagged proteins bound to Ni ions attached to the surface of beads in the chromatography column. An excess of imidazole is passed through the column, which displaces the His-tag from nickel co-ordination, freeing the His-tagged proteins. Imidazole has become an important part of many pharmaceuticals. Synthetic imidazoles are present in many fungicides and antifungal, antiprotozoal, and antihypertensive medications. Imidazole is part of the theophylline molecule, found in tea leaves and coffee beans, which stimulates the central nervous system. It is present in the anticancer medication mercaptopurine, which combats leukemia by interfering with DNA activities.
Related Catalog

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 257.0±9.0 °C at 760 mmHg
Melting Point 88-91 °C(lit.)
Molecular Formula C3H4N2
Molecular Weight 68.077
Flash Point 145.0±0.0 °C
Exact Mass 68.037445
PSA 28.68000
LogP -0.16
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.528
Storage condition 2-8°C
Stability Stable. Incompatible with acids, strong oxidizing agents. Protect from moisture.
Water Solubility 633 g/L (20 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NI3325000
CHEMICAL NAME :
Imidazole
CAS REGISTRY NUMBER :
288-32-4
BEILSTEIN REFERENCE NO. :
0103853
LAST UPDATED :
199710
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C3-H4-N2
MOLECULAR WEIGHT :
68.09
WISWESSER LINE NOTATION :
T5M CNJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
220 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
626 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
880 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
817 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
475 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
28 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
125 mg/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Behavioral - rigidity (including catalepsy) Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
760 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
1 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 :
Intraperitoneal
DOSE :
150 mg/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - impotence

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
1 mmol/L
REFERENCE :
JIDEAE Journal of Investigative Dermatology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1938- Volume(issue)/page/year: 65,400,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1601 No. of Facilities: 158 (estimated) No. of Industries: 3 No. of Occupations: 5 No. of Employees: 1401 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1601 No. of Facilities: 313 (estimated) No. of Industries: 3 No. of Occupations: 4 No. of Employees: 3009 (estimated) No. of Female Employees: 2411 (estimated)

 Safety Information

Symbol GHS05 GHS07 GHS08
GHS05, GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H314-H360D
Precautionary Statements P201-P260-P280-P303 + P361 + P353-P305 + P351 + P338-P308 + P313
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes C:Corrosive
Risk Phrases R22;R34;R63
Safety Phrases S26-S36/37/39-S45-S22-S36
RIDADR UN 2923 8/PG 3
WGK Germany 1
RTECS NI3325000
Packaging Group III
Hazard Class 8
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

IMD
1,3-Diaza-2,4-cyclopentadiene,Glyoxaline
GLYOXALIN
LMIDAZOLE
glioksal
1,3-diaza-2,4-cyclopentadiene
Imidazol
Miazole
1,3-imidazole
Imidazoie
Imidazole
MFCD00005183
1-imidazole
EINECS 206-019-2
Imidazole buffer
IMINAZOLE
1,3-diazole
Imutex
Clotrimazole Impurity 4
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4H-imidazole
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Chemsrc provides Imidazole(CAS#:288-32-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Imidazole are included as well.>> amp version: Imidazole

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