137319-26-7

Basic information

• Product Name: echiguanine B
• Synonyms: echiguanine B;N-(3-Aminopropyl)-2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide;N-(3-Aminopropyl)-2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carboxamide
• CAS NO: 137319-26-7
• Molecular Formula: C10H14 N6 O2
• Molecular Weight: 0
• Mol File: 137319-26-7.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.74g/cm³
• Refractive Index: 1.798
• CAS DataBase Reference: echiguanine B(CAS DataBase Reference)
• NIST Chemistry Reference: echiguanine B(137319-26-7)
• EPA Substance Registry System: echiguanine B(137319-26-7)

Safety Data

• Hazardous Substances Data: 137319-26-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14N6O2/c11-2-1-3-13-8(17)5-4-14-7-6(5)9(18)16-10(12)15-7/h4H,1-3,11H2,(H,13,17)(H4,12,14,15,16,18)

Upstream product

• 158608-21-0 2-(2,2-Dimethyl-propionylamino)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (2-cyano-ethyl)-amide 
• 137281-11-9 2-pivaloylamino-4(3H)-oxo-5-iodo-7H-pyrrolo<2,3-d>pyrimidine 
• 158608-23-2 cyanoethyl deazaguanine 

Relevant articles and documents

Synthesis of echiguanine analogs and their ribofuranosyl glycosides that inhibit phosphatidylinositol 4-kinase

N-carboxamide-substituted 7-deazaguanine-7-carboxamides and their ribofuranosyl compounds have been synthesized as echiguanine derivatives, and evaluated for inhibition of phosphatidylinositol (PI) 4-kinase. The ethylamide derivative and the corresponding ribofuranosyl compound inhibited PI 4-kinase with IC50 values of 0.02 and 2.4 μg/ml, respectively. The latter was suggested to also inhibit the enzyme in cultured human epidermoid carcinoma cells.

A short and efficient synthesis of echiguanines A and B: Potent inhibitors of phosphatidylinositol-4-kinase

An efficient synthesis which utilizes a palladium catalyzed carbonylation reaction between 2-pivaloyl-7-iodo-7-deazaguanine and 3-aminopropionitrile as a key step was developed for the preparation of a new class of pyrrolopyrimidine based PI 4-Kinase inhibitors: Echiguanines A and B.