14904-83-7

Basic information

• Product Name: 5-amino-5-deoxygluconic acid delta-lactam
• Synonyms: 5-amino-5-deoxygluconic acid delta-lactam
• CAS NO: 14904-83-7
• Molecular Formula: C6H11 N O5
• Molecular Weight: 177.16
• Mol File: 14904-83-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 500.6°C at 760 mmHg
• Flash Point: 256.6°C
• Appearance: /
• Density: 1.632g/cm³
• Vapor Pressure: 4.03E-12mmHg at 25°C
• Refractive Index: 1.608
• PKA: 11.88±0.70(Predicted)
• CAS DataBase Reference: 5-amino-5-deoxygluconic acid delta-lactam(CAS DataBase Reference)
• NIST Chemistry Reference: 5-amino-5-deoxygluconic acid delta-lactam(14904-83-7)
• EPA Substance Registry System: 5-amino-5-deoxygluconic acid delta-lactam(14904-83-7)

Safety Data

• Hazardous Substances Data: 14904-83-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H11NO5/c8-1-2-3(9)4(10)5(11)6(12)7-2/h2-5,8-11H,1H2,(H,7,12)/t2-,3-,4+,5-/m1/s1

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Relevant articles and documents

Investigations on the mechanism of glycoside splitting enzymes, VIII. Number of active sites of the β glucosidases A and B from sweet almond emulsin determined by fluorescence measurements

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COMPOSITIONS COMPRISING NB-DNJ, NE-DNJ OR D-GLUCARO-DELTA-LACTAM AND THEIR USES FOR THE TREATMENT OF PAIN AND OTHER NEUROLOGICAL CONDITIONS

Methods and compositions for the treatment of conditions including stress-associated, chronic pain, and neurodegenerative conditions in a mammal using a composition comprising NB-DNJ or a compound structurally similar thereto.

A general approach to the synthesis of dideoxy and trideoxyiminoalditols from β-D-glycosides

Imino sugars (also called azasugars), a class of compounds of which the 1,5-dideoxy and 1,5,6-trideoxyiminoalditols are members, are important glycosidase inhibitors with very high potential as drugs. Their potential therapeutic applications range from the treatment of diabetes to cancer and AIDS. We present here a general method for the preparation of such compounds with the D-gluco and D-galacto configurations starting from β-D-glycosides. The procedure is especially appealing because of its high stereoselectivity and straightforwardness. The key steps are the selective oxidation of the glycosides to hexulosonic acids and reduction of the oxime derivatives to lactams, which are further reduced to the target compounds. The C-6 position can be deoxygenated during the reduction if it bears an acetoxy group. Trideoxy imino sugars are then produced. Deacetylation prior to oxime reduction gives dideoxy compounds. (C) 2000 Elsevier Science Ltd.