18431-51-1

Basic information

• Product Name: N(alpha)-guanilhistamine
• Synonyms: N(alpha)-guanilhistamine;1-[2-(3H-Imidazole-4-yl)ethyl]guanidine;4-(2-Guanidinoethyl)-1H-imidazole;5-(2-Guanidinoethyl)-1H-imidazole;Guanylhistamine;N-[2-(1H-Imidazol-4-yl)ethyl]guanidine;VUF-83100;C07454
• CAS NO: 18431-51-1
• Molecular Formula: C6H11 N5
• Molecular Weight: 153.18
• Mol File: 18431-51-1.mol

Chemical Properties

• Boiling Point: 467°Cat760mmHg
• Flash Point: 236.3°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 6.73E-09mmHg at 25°C
• CAS DataBase Reference: N(alpha)-guanilhistamine(CAS DataBase Reference)
• NIST Chemistry Reference: N(alpha)-guanilhistamine(18431-51-1)
• EPA Substance Registry System: N(alpha)-guanilhistamine(18431-51-1)

Safety Data

• Hazardous Substances Data: 18431-51-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H11N5/c7-6(8)10-2-1-5-3-9-4-11-5/h3-4H,1-2H2,(H,9,11)(H4,7,8,10)/p+1

Upstream product

• 420-04-2 CYANAMID 
• 246544-91-2 N-1-tritylsulfenyl-histamine 
• 51-45-6 histamine 
• 255061-12-2 N',N''-bis(tert-butoxycarbonyl)-N-(2-(1H-imidazol-4-yl)ethyl)guanidine 

Relevant articles and documents

Fully Automated Radiosynthesis of [11C]Guanidines for Cardiac PET Imaging

Radiolabeled guanidines such as meta-iodobenzylguanidine (MIBG) find utility in nuclear medicine as both diagnostic imaging agents and radiotherapeutics and, over the years, numerous methods for incorporating radionuclides into guanidines have been develo

Amidination of amines under microwave conditions using recyclable polymer-bound 1H-pyrazole-1-carboxamidine

A convenient one-step transformation of primary and secondary amines into the corresponding unprotected guanidines using 4-benzyl-3,5-dimethyl-1H- pyrazole-1-carboxamidine and its polymer-bound variant is described. The scopes and limitations of the method, the microwave-assistance of amidination as well as a recycling protocol are examined. Georg Thieme Verlag Stuttgart.

Carbonic anhydrase activators - Part 21. Novel activators of isozymes I, II and IV incorporating carboxamido and ureido histamine moieties

Reaction of histamine with tetrabromophthalic anhydride and protection of its imidazole moiety with tritylsulfenyl chloride, followed by hydrazinolysis, afforded N-1-tritylsulfenyl histamine, a key intermediate which was further derivatized at its aminoethyl moiety. Carboxamido derivatives were obtained by reaction of the key intermediate with carboxylic acid anhydrides, acyl chlorides or carboxylic acids in the presence of carbodiimides. Reaction of the same key intermediate with isocyanates, isothiocyanates, cyanamide or dicyandiamide afforded another series of compounds. Deprotection of the above-mentioned intermediates with hydrochloric acid in dioxane afforded two series of compounds, histamine derivatives possessing carboxamido, ureido, thioureido or guanidino moieties in their molecule. The new derivatives were assayed as activators of three carbonic anhydrase (CA) isozymes, hCA I, hCA II (cytosolic forms) and bCA IV (membrane-bound form, h = human, b = bovine isozyme). Efficient activation was observed against all three isozymes, but especially against hCA I and bCA IV, with affinities in the nanomolar range for the best compounds. hCA II was, on the other hand, activatable with affinities around 10-25 nM. This new class of CA activators might lead to the development of drugs/diagnostic agents for the CA deficiency syndrome, a genetic disease of bone, brain and kidneys. (C) 2000 Editions scientifiques et medicales Elsevier SAS.