114772-25-7

Basic information

• Product Name: 2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE
• Synonyms: 2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE
• CAS NO: 114772-25-7
• Molecular Formula: C₉H₁₀N₄
• Molecular Weight: 174.2
• Mol File: 114772-25-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 107-108°
• Boiling Point: 478.8°Cat760mmHg
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 2.5E-09mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE(114772-25-7)
• EPA Substance Registry System: 2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE(114772-25-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 114772-25-7(Hazardous Substances Data)

Usage

General Description

2-BUTYL-1H-IMIDAZOLE-4,5-DICARBONITRILE is a chemical compound that belongs to the imidazole family and contains two butyl groups. It is also known as BIC and is used in the pharmaceutical industry as a key intermediate in the synthesis of various drugs, including potential anticancer and antifungal compounds. BIC is also used as a building block in the production of agrochemicals and other specialty chemicals. It is a white to off-white crystalline solid that is sparingly soluble in water, but more soluble in organic solvents. The compound is classified as a nitrile, which means it contains a cyano group (-CN) and is known to have potential toxicological effects, so it should be handled with care and in accordance with proper safety protocols.

InChI:InChI=1/C9H10N4/c1-2-3-4-9-12-7(5-10)8(6-11)13-9/h2-4H2,1H3,(H,12,13)

Upstream product

• 13820-09-2 trimethyl orthovalerate 
• 1187-42-4 diaminomaleonitrile 
• 18542-63-7 ethyl valerimidate hydrochloride 
• 43083-12-1 1,1,1-trimethoxybutane 
• 131407-16-4 Dimethyltelluronium-4,5-dicyanimidazol-2-ylid 
• 109-72-8 n-butyllithium 
• 51285-29-1 2-diazo-4,5-dicyano-2H-imidazole 

Downstream Products

• 144689-85-0 2-butyl-1-tritylimidazole-4,5-dicarbonitrile 
• 124779-27-7 2-n-Butyl-4,5-dicyano-1-[(2'-(N-triphenylmethyl(1H-tetrazol-5-yl))-biphenyl-4-yl)methyl]imidazole 
• 172875-60-4 2-Butyl-5-(1-hydroxy-1-methyl-ethyl)-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester 
• 172875-84-2 2-Butyl-5-(1-hydroxy-1-methyl-ethyl)-3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester 
• 144689-18-9 ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate 
• 144689-19-0 ethyl 2-butyl-1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate 

Relevant articles and documents

ANGIOTENSIN II ANTAGONIST 1-BIPHENYLMETHYLIMIDAZOLE COMPOUNDS AND THEIR THERAPEUTIC USE

Compounds of the following formula (I) or the formula (I) p : STR1 wherein R 1 is alkyl or alkenyl; R 2 and R 3 are hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, or aryl fused to cycloalkyl; R 4 is hydrogen, alkyl, alkanoyl, alkenoyl, arylcarbonyl, alkoxycarbonyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrothienyl, tetrahydrofuryl, a group of formula--SiR a R b R c, in which R a, R b and R c are alkyl or aryl, alkoxymethyl, (alkoxyalkoxy)methyl, haloalkoxymethyl, aralkyl, aryl or alkanoyloxymethoxycarbonyl; R 5 is carboxy or--CONR 8 R 9, wherein R 8 and R 9 hydrogens or alkyl, or R 8 and R 9 together form alkylene; R 6 is hydrogen, alkyl, alkoxy or halogen; R. sup.7 is carboxy or tetrazol-5-yl; R p. sup.1 is hydrogen, alkyl, cycloalkyl or alkanoyl; R p 2 is a single bond, alkylene or alkylidene; R p 3 and R p 4 are each hydrogen or alkyl; R. sub.p 6 is carboxy or tetrazol-5-yl; and X p is oxygen or sulfur; and pharmaceutically acceptable salts and esters thereof. The compounds are AII receptor antagonists and thus have hypotensive activity and can be used for the treatment and prophylaxis of hypertension. The compounds may be prepared by reacting a biphenylmethyl compound with an imidazole compound.

ANGIOTENSIN II RECEPTOR BLOCKING IMIDAZOLES

Substituted imidazoles such as STR1 are useful as angiotensin II blockers. These compounds have activity in treating hypertension and congestive heart failure.

Stable Tellurium Ylides: Synthesis and Reactivity of Diorganyltelluronium 4,5-Dicyanoimidazol-2-ylides

Diorganyl tellurides R2Te (R = Me, Me3SiCH2, Ph) react with 2-diazo-4,5-dicyano-2H-imidazole (1) at -30 deg C to form the title compounds 2-4.The ylides 3 and 4 are thermally stable up to their melting points of 159 and 243 deg C, resp., whereas 2 undergoes a modified Steven rearrangement at 190 deg C with formation of a 2-(methyltelluro)imidazole (10).The reactivity of 2-4 is determined by an extreme charge separation between the onium centre and the ylide entity.No Wittig reactivity is observed, alkylation occurs at the imidazole nitrogen and carbanions lead to tetraorganyl tellurium compounds with limited stability.