105522-08-5

Basic information

• Product Name: (1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
• Synonyms: (1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol;(1S,2R,5R)-5-(4-chloro-1H-iMidazo[4,5-c]pyridin-1-yl)-3-(hydroxy;(1S,2R)-5-(4-chloro-1H-iMidazo[4,5-c]pyridin-1-yl)-3-(hydroxyMethyl)cyclopent-3-ene-1,2-diol;(1S,2R,5R)-5-(4-chloroimidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
• CAS NO: 105522-08-5
• Molecular Formula: C12H12ClN3O3
• Molecular Weight: 281.69498
• Mol File: 105522-08-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 583.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.74±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 13.49±0.70(Predicted)
• CAS DataBase Reference: (1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol(105522-08-5)
• EPA Substance Registry System: (1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol(105522-08-5)

Safety Data

• Hazardous Substances Data: 105522-08-5(Hazardous Substances Data)

Usage

Description

(1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol is a complex organic molecule characterized by a cyclopentene ring structure. It features a chloro-substituted imidazo[4,5-c]pyridine group, which is a common structural motif in many bioactive molecules, and a hydroxymethyl group attached to the cyclopentene ring. The presence of these functional groups suggests that this compound may exhibit biological activity and could be useful in medicinal or synthetic chemistry applications.

Uses

Used in Pharmaceutical Industry:
(1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol is used as a potential pharmaceutical candidate due to the presence of the imidazo[4,5-c]pyridine group, which is known to be bioactive. Further research and analysis are required to explore its specific applications and therapeutic potential.
Used in Synthetic Chemistry:
(1S,2R,5R)-5-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol is used as a synthetic building block in organic chemistry. The hydroxymethyl group allows for various chemical reactions, making it a versatile compound for the synthesis of more complex molecules with potential applications in different fields.
Further research and analysis are needed to fully understand the properties and potential uses of this chemical compound in various industries.

Upstream product

• 105522-07-4 (-)-1-<(1R,4R,5S)-3-(Benzyloxymethyl)-4,5-O-isopropylidene-2-cyclopenten-1-yl>-4-chloroimidazo<4,5-c>pyridine 
• 89291-77-0 (1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol methanesulfonate 
• 2770-01-6 4-chloro-1H-imidazo[4,5-c]pyridine 
• 877651-81-5 1-[(1R,4R,5S)-3-(trityloxymethyl)-4,5-O-iso-propylidinene-2-cyclopenten-1-yl]-4-chloroimidazo[4,5-c]pyridine 

Downstream Products

• 120964-45-6 3-deazaneplanocin A hydrochloride 

Relevant articles and documents

CYCLOPENTENOL NUCLEOSIDE COMPOUNDS, INTERMEDIATES FOR THEIR SYNTHESIS AND METHODS OF TREATING VIRAL INFECTIONS

The present invention relates to compounds according to the structure (I), Where B is formula (Ia), formula (Ib) or formula (Ic); A is H, OR2 or halogen (F, Cl, Br, I, preferably F or Br, more preferably F); A' is H, OR2 or halogen (F, Cl, Br, I, preferably F or Br, more preferably F); A" is H or OR1, with the proviso that when A' is OR , A is H; and when A is OR2 , A' is H; X is C-R3 or N; Y is C-R3 or N; preferably X or Y is N and X and Y are not both simultaneously N; R3 is H or C1-C3 alkyl; D is H or NHR2; E is absent or H; G is O or NHR2; J is N or C-R4; K is N or C-H; R4 is H, halogen (F, Cl, Br, I), CN, -C(=O)NH2, NH2, NO2, -C=C-H (cis or trans) or -C≡C-H; Ra is H or CH3; Each R1 is independently H, an acyl group, a C1 - C20 alkyl or ether group, a phosphate, diphosphate, triphosphate, phosphodiester group; Each R2 is independently H, an acyl group, a C1 - C20 alkyl or ether group; and Pharmaceutically acceptable salts, solvates or polymorphs thereof.

Synthesis of 3-Deazaneplanocin A, a Powerful Inhibitor of S-Adenosylhomocysteine Hydrolase with Potent and Selective in Vitro and in Vivo Antiviral Activities

The neplanocin A analogue 3-deazaneplanocin A (2b) has been synthesized.A direct SN2 displacement on the cyclopentenyl mesylate 3 by the sodium salt of 6-chloro-3-deazapurine afforded the desired regioisomer 4 as the major product.After deprotection, this material was converted to 3-deazaneplanocin A in two steps.X-ray crystallographic analysis confirmed the assigned structure.Consistent with its potent inhibition of S-adenosylhomocysteine hydrolase, 3-deazaneplanocin A displayed excellent antiviral activity in cell culture against vesicular stomatitis, parainfluenza type 3, yellow fever, and vaccinia viruses.Antiviral activitiy was also displayed in vivo against vaccinia virus by using a mouse tailpox assay.The significantly lower cytotoxicity of 3-deazaneplanocin A, relative to its parent compound neplanocin A, may be due to its lack of conversion to 5'-triphosphate and S-adenosylmethionine metabolites.