Compound: imidazole
SMILES: n1c[nH]cc1
InChIKey: RAXXELZNTBOGNW-UHFFFAOYSA-N
Synonyms: imidazole, 1H-Imidazole, 288-32-4, Glyoxaline, Imidazol, Iminazole, Miazole, 1,3-Diazole, Imutex, Glyoxalin, 1,3-Diaza-2,4-cyclopentadiene, Pyrro(b)monazole, Glioksal, Formamidine, N,N'-vinylene-, Pyrro[b]monazole, Methanimidamide, N,N'-1,2-ethenediyl-, DTXSID2029616, N,N'-vinyleneformamidine, 7GBN705NH1, N,N'-1,2-ethenediylmethanimidamide, NSC-60522, DTXCID809616, CHEBI:16069, RefChem:5902, CHEBI:14434, 206-019-2, USAF EK-4733, Glioksal [Polish], IMD, CCRIS 3345, AI3-24703, NSC 60522, BRN 0103853, MFCD00005183, CHEMBL540, Imidazole-13C,15N2(Major), 1H-imidazol, 227760-40-9, CAS-288-32-4, Imidazole (8CI), NSC51860, Imidazole, puriss. p.a., >=99.5% (GC), EINECS 206-019-2, NSC 51860, UNII-7GBN705NH1, Immidazole, imidazole-, Imidazole CRS, 1-H-imidazole, Glyoxaline solution, Imidazole, Reagent, {Pyrro[b]monazole}, 1,4-cyclopentadiene, Imidazole, ACS grade, 1,3-Dia-zole, 1H-Imidazole (9CI), IMIDAZOLE [MI], Imidazole buffer Solution, Formamidine,N'-vinylene-, SCHEMBL818, SCHEMBL897, bmse000096, bmse000790, WLN: T5M CNJ, EC 206-019-2, ENALAPRIL IMPURITY I, Ondansetron impurity E CRS, IMIDAZOLE [USP-RS], IMIDAZOLE [WHO-DD], SCHEMBL1613, SCHEMBL3718, SCHEMBL4364, NCIStruc1_001975, NCIStruc2_000693, Imidazole, LR, >=99%, 5-23-04-00191 (Beilstein Handbook Reference), Him, MLS001055465, SCHEMBL145167, SCHEMBL203925, SCHEMBL449611, SCHEMBL449820, SCHEMBL452364, SCHEMBL452509, BDBM7882, orb2300277, SCHEMBL1664410, SCHEMBL2635292, SCHEMBL7472578, HSDB 8449, MSK5541, 1,3-Diaza-2,4-cyclopentadiene-, HMS5085J21, Imidazole, ReagentPlus(R), 99%, Imidazole, for synthesis, 99.5%, GAA74543, HY-D0837, NSC60522, ZCA35070, ZCA36246, Methanimidamide,N'-1,2-ethenediyl-, Tox21_201504, Tox21_303345, EBC-44312, s6006, SBB040815, STK362967, AKOS000120177, CS-5135, DB03366, FI34308, Imidazole, BioUltra, >=99.5% (GC), NCGC00090984-01, NCGC00090984-02, NCGC00257344-01, NCGC00259055-01, BP-11451, SMR000057825, ST097249, Imidazole, SAJ special grade, >=99.0%, Imidazole, Vetec(TM) reagent grade, 98%, DB-002018, CLOTRIMAZOLE IMPURITY D [EP IMPURITY], FLUTRIMAZOLE IMPURITY A [EP IMPURITY], I0001, I0014, I0288, I0290, Imidazole, >=99% (titration), crystalline, NS00001351, EN300-19083, Imidazole Zone Refined (number of passes:30), Imidazole, ACS reagent, >=99% (titration), C01589, P17516, ENALAPRIL MALEATE IMPURITY I [EP IMPURITY], F021690, Q328692, J-200340, SILDENAFIL CITRATE IMPURITY E [EP IMPURITY], Bifonazole EP Impurity C(Clotrimazole EP Impurity D), Imidazole, for molecular biology, >=99% (titration), F2190-0638, Z104472692, Imidazole, BioUltra, for molecular biology, >=99.5% (GC), Imidazole, European Pharmacopoeia (EP) Reference Standard, 4286D518-643C-4C69-BCE7-519D073F4992, Imidazole, United States Pharmacopeia (USP) Reference Standard, InChI=1/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5, Imidazole;1,3-diazole; glyoxaline; 1,3-diazacyclopenta-2,4-diene, ONDANSETRON HYDROCHLORIDE DIHYDRATE IMPURITY E [EP IMPURITY], ONDANSETRON HYDROCHLORIDE IMPURITY, IMIDAZOLE- [USP IMPURITY], Imidazole, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99%, Imidazole, Pharmaceutical Secondary Standard; Certified Reference Material, Ondansetron impurity E, European Pharmacopoeia (EP) Reference Standard
Theoretical properties:
molecular_formula: C3H4N2
molecular_weight: 68.08 g/mol
exact_mass: 68.037448136 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 5
topological_polar_surface_area: 28.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Monoclinic prisms from benzene
color: Monoclinic prisms from benzene
odor: Amine-like odor
density: Density: 1.0303 g/cu m at 101 °C
solubility: Very soluble in water
flash_point: 145 °C (293 °F) - closed cup
vapor_pressure: 0.002 [mmHg]
Descriptions:
pubchem: 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole.
chebi: An imidazole tautomer which has the migrating hydrogen at position 1.
chembl: IMIDAZOLE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Imidazole (ImH) is an organic compound with the formula (CH)2NHCHN. It is a white or colourless solid that is soluble in water, producing a mildly alkaline solution. It can be classified as a heterocycle, specifically as a diazole.
Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.
When fused to a pyrimidine ring, it forms a purine, which is the most widely occurring nitrogen-containing heterocycle in nature.
The name "imidazole" was coined in 1887 by the German chemist Arthur Rudolf Hantzsch (1857–1935).