202391-71-7

Basic information

• Product Name: 5-(3-Aminopropyl)-1H-imidazol-2-amine
• Synonyms: 2-Amino-1H-imidazole-5-propanamine;1H-Imidazole-4-propanamine,2-amino-;5-(3-aminopropyl)-1h-imidazol-2-amine:2-amino-1h-IMIDAZOLE-5-propanamine;5-(3-aminopropyl)-1H-imidazol-2-amine
• CAS NO: 202391-71-7
• Molecular Formula: C6H12N4
• Molecular Weight: 140.19
• Mol File: 202391-71-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 213-215 °C
• Boiling Point: 376.723 °C at 760 mmHg
• Flash Point: 209.593 °C
• Appearance: /
• Density: 1.205
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 15.81±0.10(Predicted)
• CAS DataBase Reference: 5-(3-Aminopropyl)-1H-imidazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-Aminopropyl)-1H-imidazol-2-amine(202391-71-7)
• EPA Substance Registry System: 5-(3-Aminopropyl)-1H-imidazol-2-amine(202391-71-7)

Safety Data

• Hazardous Substances Data: 202391-71-7(Hazardous Substances Data)

Usage

General Description

5-(3-Aminopropyl)-1H-imidazol-2-amine is a chemical compound with the molecular formula C6H14N4. It is a derivative of imidazole, a five-membered ring with two nitrogen atoms. 5-(3-Aminopropyl)-1H-imidazol-2-amine has a 3-aminopropyl group attached to the second nitrogen atom of the imidazole ring. It is commonly used in biochemical research as a ligand for metal ion binding and as a precursor for the synthesis of other organic molecules. Additionally, it has potential applications in the development of pharmaceutical drugs and in the study of biological processes. Overall, 5-(3-Aminopropyl)-1H-imidazol-2-amine is a versatile chemical with diverse uses in various scientific fields.

InChI:InChI=1/C6H12N4/c7-3-1-2-5-4-9-6(8)10-5/h4H,1-3,7H2,(H3,8,9,10)

Upstream product

• 80822-61-3 [3-(2-Amino-1H-imidazol-4-yl)-propyl]-urea; hydrochloride 
• 420-04-2 CYANAMID 
• 6384-10-7 (S)-ornithine methyl ester 
• 80822-62-4 4-(3-aminopropyl)-1H-imidazol-2-ylamine dihydrochloride 
• 84772-29-2 ornithine ethyl ester dihydrochloride 
• 1069-31-4 DL-ornithine hydrochloride 
• 81084-75-5 ornithine methyl ester 

Downstream Products

• 1565631-37-9 tert-butyl (1'S,4R)-(1'-(2-amino-1,4,5,6,7,8-hexahydroimidazo[4,5-c]azepin-4-yl)-2'-phenylethyl)carbamate 
• 1565631-56-2 C₂₀H₂₉N₅O₂ 
• 1565631-47-1 benzyl (1'S,4R)-(1'-(2-amino-1,4,5,6,7,8-hexahydroimidazo[4,5-c]azepin-4-yl)ethyl)carbamate 
• 1565631-64-2 benzyl (1'S,4S)-(1'-(2-amino-1,4,5,6,7,8-hexahydroimidazo[4,5-c]azepin-4-yl)ethyl)carbamate 
• 34649-22-4 oroidin 

Relevant articles and documents

Synthesis of Mauritiamine

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A convenient strategy for synthesizing the Agelas alkaloids clathrodin, oroidin, and hymenidin and their (un)saturated linker analogs

A convenient strategy for the scalable synthesis of the 2-aminoimidazole alkaloids, clathrodin, oroidin, and hymenidin derived from marine Agelas species and their analogs possessing a saturated or unsaturated linker moiety is described. The key intermediates, 4-(3-aminopropyl)-1H-imidazol-2-amine and (E)-4-(3-aminoprop-1-en-1-yl)-1H-imidazol-2-amine were obtained through two different synthetic pathways starting from l-ornithine and benzyl 1,2-dihydropyridine-1-carboxylate respectively, using (i) an innovative combination of Weinreb amide strategy with di-Boc protection, and (ii) a modified pyridine-1(2H)-carboxylate based strategy. Convenient access to these 2-aminoimidazole amines is crucial for the synthesis of libraries of clathrodin, oroidin, and hymenidin analogs.