83285-83-0

Basic information

• Product Name: thiazole-4-carboxamide adenine dinucleotide
• Synonyms: thiazole-4-carboxamide adenine dinucleotide
• CAS NO: 83285-83-0
• Molecular Formula: C19H25N7O14P2S
• Molecular Weight: 669.456
• Mol File: 83285-83-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 1110.2°Cat760mmHg
• Flash Point: 625.2°C
• Appearance: /
• Density: 2.37g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.924
• CAS DataBase Reference: thiazole-4-carboxamide adenine dinucleotide(CAS DataBase Reference)
• NIST Chemistry Reference: thiazole-4-carboxamide adenine dinucleotide(83285-83-0)
• EPA Substance Registry System: thiazole-4-carboxamide adenine dinucleotide(83285-83-0)

Safety Data

• Hazardous Substances Data: 83285-83-0(Hazardous Substances Data)

Usage

Description

Thiazole-4-carboxamide adenine dinucleotide (TAD) is a chemical compound that is a derivative of the coenzyme adenine dinucleotide (NAD+). It is a redox cofactor involved in various enzymatic reactions, particularly those related to energy metabolism, DNA repair and synthesis, and cellular signaling pathways. TAD plays a crucial role in cellular respiration as an electron carrier, transferring electrons between reactions.

Uses

Used in Biochemistry Research:
Thiazole-4-carboxamide adenine dinucleotide is used as a research tool for studying the role of NAD+ derivatives in enzymatic reactions and their impact on energy metabolism, DNA repair, and synthesis, as well as cellular signaling.
Used in Pharmacology:
TAD is used as a potential target for the development of new drugs and therapies, given its crucial role in fundamental biological processes and its involvement in cellular respiration as an electron carrier.
Used in Drug Development:
Thiazole-4-carboxamide adenine dinucleotide is used as a starting point for designing and synthesizing new drug candidates that can modulate its activity, potentially leading to treatments for various diseases and conditions related to energy metabolism and cellular function.
Used in Diagnostics:
TAD can be employed as a diagnostic marker to assess the status of cellular respiration and the function of redox pathways, which may be useful in monitoring the health of cells and tissues, as well as the effectiveness of therapeutic interventions.
Used in Therapeutic Interventions:
Thiazole-4-carboxamide adenine dinucleotide may be used as a therapeutic agent to modulate cellular respiration and redox balance, potentially improving the health and function of cells and tissues in various disease states.
Used in Industrial Applications:
TAD can be utilized in the development of industrial processes that require the manipulation of enzymatic reactions or the optimization of energy metabolism, such as in biotechnology or the production of biofuels.

InChI:InChI=1/C19H25N7O14P2S/c20-15-9-17(23-4-22-15)26(5-24-9)19-13(30)11(28)8(39-19)2-37-42(34,35)40-41(32,33)36-1-7-10(27)12(29)14(38-7)18-25-6(3-43-18)16(21)31/h3-5,7-8,10-14,19,27-30H,1-2H2,(H2,21,31)(H,32,33)(H,34,35)(H2,20,22,23)/t7-,8-,10-,11-,12-,13-,14-,19-/m1/s1

Upstream product

• 24558-92-7 N,N'-dicyclohexyl-4-morpholinecarboxamidinium salt of adenosine-5'-phosphoromorpholidate 
• 93135-48-9 2-β-D-ribofuranosylthiazole-4-carboxamide 5'-phosphate tri-n-octylammonium salt 
• 60084-11-9 2-(2',3'-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide 
• 60084-10-8 tiazofurin 
• 162756-36-7 2-(2',3'-O-isopropylidene-5'-monophosphate-β-D-ribofuranosyl)thiazole-4-carboxamide 
• 83161-83-5 2-β-D-ribofuranosylthiazole-4-carboxamide 5'-phosphate 
• 7331-13-7 adenosine 5'-monophosphate morpholidate 
• 57816-25-8 adenosine-5'-phosphoric di-n-butylphosphinothioic anhydride 
• 85221-13-2 4-carboxamido-2-(2',3'-isopropylidene-β-D-ribofuranosyl)thiazolyl(5'->5')adenosine pyrophosphate 
• 61-19-8 5'-adenosine monophosphate 

Relevant articles and documents

Ribavirin, tiazofurin, and selenazofurin: Mononucleotides and nicotinamide adenine dinucleotide analogues. Synthesis, structure, and interactions with IMP dehydrogenase

A series of dinucleotides, analogues to nicotinamide adenine dinucleotide but containing the five-membered base nucleosides tiazofurin, selenazofurin, ribavirin, and AICAR in place of nicotinamide ribonucleoside, were prepared in greater than 50% yield by reacting the corresponding nucleotide imidazolidates with adenosine 5'-monophosphate (AMP). The symmetric dinucleotides of tiazofurin (TTD) and selenazofurin (SSD), were also prepared by a similar methodology. These dinucleotides were characterized by 1H NMR and fast atom bombardment MS and were evaluated for their inhibitory potency against a partially purified preparation of tumoral inosine monophosphate dehydrogenase (IMPD) from P388 cells. The order of potency found was SAD > TAD >> SSD ? TTD ? RAD >>> ZAD. On kinetic analysis none of the dinucleotides produced competitive inhibition of IMPD with NAD as a variable substrate. In addition to their superior IMPD inhibitory activity, SAD and TAD appear to be the only dinucleotides, besides NAD, that are formed naturally by the NAD pyrophosphorylase from P388 lymphoblasts.