CAS 186759-56-8

rel-(2R,3R,4S)-2-(Hydroxymethyl)-3,4-pyrrolidinediol

Description:

Rel-(2R,3R,4S)-2-(Hydroxymethyl)-3,4-pyrrolidinediol, with CAS number 186759-56-8, is a chemical compound characterized by its pyrrolidine ring structure, which is a five-membered nitrogen-containing heterocycle. This compound features multiple hydroxymethyl groups, contributing to its hydrophilicity and potential for forming hydrogen bonds. The specific stereochemistry indicated by the (2R,3R,4S) configuration suggests that it has distinct spatial arrangements of its atoms, which can significantly influence its biological activity and interactions. Pyrrolidine derivatives are often studied for their roles in pharmaceuticals and biochemistry, as they can serve as building blocks for various bioactive molecules. The presence of hydroxymethyl groups may enhance solubility in aqueous environments, making this compound of interest in medicinal chemistry. Additionally, its stereochemical properties may affect its reactivity and binding affinity in biological systems, which is crucial for drug design and development. Overall, this compound exemplifies the complexity and significance of stereochemistry in organic chemistry and its applications in various fields.

Formula: C₅H₁₁NO₃

InChI: InChI=1/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2/t3-,4+,5-/s2

InChI key: InChIKey=OQEBIHBLFRADNM-HWYZPOORNA-N

SMILES: C(O)[C@H]1[C@H](O)[C@H](O)CN1

Synonyms:

• (2R,3R,4S)-2-(hydroxymethyl)pyrrolidine-3,4-diol
• 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2α,3β,4β)-
• <span class="text-smallcaps">DL</span>-Ribitol, 1,4-dideoxy-1,4-imino-
• rel-(2R,3R,4S)-2-(Hydroxymethyl)-3,4-pyrrolidinediol
• 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4S)-rel-
• DL-Ribitol, 1,4-dideoxy-1,4-imino-

1,4-Dideoxy-1,4-imino-D-xylitol hydrochloride

CAS: 186759-56-8

Ref: 7W-GC8656

1,4-Dideoxy-1,4-imino-D-xylitol HCl

CAS: 186759-56-8

1,4-Dideoxy-1,4-imino-D-xylitol HCl (DDX) is a potent inhibitor of the enzyme carboxypeptidase A2. DDX has been shown to inhibit the growth of HIV in vitro and in vivo. DDX also inhibits the production of proinflammatory cytokines and neurotrophic factors from HL60 cells. It has been shown to be a potential drug target for the treatment of infectious diseases such as alphaviruses, which produce a severe neuroinvasive disease in humans. DDX binds to dna with high affinity and specificity, but does not bind to RNA or proteins. DDX inhibits mitochondrial membrane potential by binding to ATP synthase and blocking the synthesis of ATP. DDX has also been shown to have an anti-oxidative injury effect on mitochondria, which may contribute to its inhibition of viral replication.

Formula: C₅H₁₁NO₃·HCl

Purity: Min. 95%

Molecular weight: 169.61 g/mol

Ref: 3D-MD10116