5-AZACYTIDINE

PRODUCT IDENTIFICATION
CAS NO. 320-67-2

5-AZACYTIDINE

EINECS NO.

206-280-2

FORMULA C8H12N4O5
MOL WT. 244.21

H.S. CODE

  

TOXICITY

  
SMILES

 
SYNONYMS 5-AC; 5-AzaC; 5-AZC; 5-AZCR; Azacitidine;
4-Amino-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one; 4-Amino-1-beta-D-ribofuranosyl-s-triazin- 2(1H)-one;

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 234 - 236 C (Decomposes)
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER
soluble (soluble in caustic soda)
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 Health: 1 Flammability: 0 Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT  
STABILITY Stable under ordinary conditions. Light sensitive,  Hygroscopic.

GENERAL DESCRIPTION AND APPLICATIONS
Ribose is a pentose (five-carbon sugar) that is a component of the ribonucleic acid (RNA), where it alternates with phosphate groups to form the 'back-bone' of the RNA polymer and binds to nitrogenous bases. Ribose phosphates are components of the nucleotide coenzymes and are utilized by microorganisms in the synthesis of the amino acid histidine. Its close relative, deoxyribose, is a constituent of deoxyribonucleic acid (DNA), where it alternates with phosphate groups to form the 'back-bone' of the DNA polymer and binds to nitrogenous bases. The presence of deoxyribose instead of ribose is one difference between DNA and RNA. Ribose has one more oxygen atom in its molecule than deoxyribose. Ribose has a five member ring composed of four carbon atoms and one oxygen. Hydroxyl groups are attached to three of the carbons. The other carbon and a hydroxyl group are attached to one of the carbon atoms adjacent to the oxygen. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The sugar (ribose or deoxyribose) molecules in the nucleic acid are all oriented in the same direction. Their carbon atoms are numbered: the 5' carbon atom is always on the side of the sugar molecule that faces the leading end, while the 3' carbon atom always faces the tail end. Nucleotide is the structural unit of a nucleic acid. A nucleotide consists of either a nitrogenous heterocyclic base (purine or pyrimidine) , a pentose sugar (ribose or deoxyribose) and a phosphate group attached at the 5' position on the sugar. A nucleoside consists of only a pentose sugar linked to a purine or pyrimidine base, without a phosphate group. Purine bases are Adenine, Guanine and Hypoxanthine (examples of purine nucleosides are Adenosine, 2'-Deoxyadenosine, Guanosine, 2'-Deoxyguanosine, Inosine, 2'-Deoxyinosine). Pyrimidine bases are Cytosine, Thymine, and Uracil (examples of pyrimidine nucleosides are Cytidine, 2'-Deoxyguanosine, 5-Methyluridine, 2'-Deoxy-5-Methyluridine, Uridine, 2'-Deoxyuridine). The nucleoside derivatives are involved in important functions in cellular metabolism and are used to synthesize enzyme inhibitors, antiviral agents, and anticancer agents.

 

Cytosine is a pyrimidine base, occurring condensed with ribose or deoxyribose to form the nucleosides cytidine and deoxycytidine in animal cells. It is a fundamental unit or base of nucleic acids. When N9 is linked to the C1 of ribose, cytosine forms a pyrimidine nucleoside called cytidines which are phosphorylated with from one to three phosphoric acid groups to form the three nucleotides; cytidine monophosphate (CMP), cytidine diphosphate (CDP), and cytidine triphosphate (TTP) respectively.  When N1 is linked to the C1 of deoxyribose, deoxy nucleosides and nucleotides are formed from cytosine and deoxyribose; deoxycytidine monophosphate (dCMP), deoxycytidine diphosphate (dCDP),  deoxycytidine triphosphate (dCTP). CTP is the source of the cytidine in RNA (ribonucleic acid) and deoxycytidine triphosphate (dCTP) is the source of the deoxycytidine in DNA (deoxyribonucleic acid). CTP is involved in the formation of adenosine triphosphate (ATP) as a donator of phosphate groups to adenosine diphosphate (ADP).
  • Cytidine Monophosphate (CMP, Cytidylic Acid; ): a nucleotide, the 5'-phosphate of cytidine, acting as a carrier of N-acetylneuraminic acid in glycoprotein synthesis.
  • Cytidine Diphosphate (CDP): a nucleotide, the 5'-pyrophosphate of cytidine, acting as a carrier of choline and ethanolamine in the phospholipid synthesis.
  • Cytidine Triphosphate (CTP): a nucleotide, the 5'-triphosphate of cytidine; precursor in the synthesis of ribonucleic acid and of CDP- and CMP-linked compounds.
  • Deoxycytidine Monophosphate (dCMP): a nucleotide, the 5'-phosphate of deoxycytidine (deoxy-, also called desoxy, is a prefix for the designation of compounds which contain one less atom of oxygen than the reference substance).
  • Deoxycytidine Diphosphate (dCDP): a nucleotide, the 5'-pyrophosphate of deoxycytidine.
  • Deoxycytidine Triphosphate (dCTP): a nucleotide, the 5'-triphosphate of deoxycytidine; an precursor in the synthesis of DNA.
 

Chemically modified nucleotides substituted or attached by special chemical groups or elements are studied and used to inactivate the normal biological operation in the living organism and the function of important enzymes.
SALES SPECIFICATION

APPEARANCE

 white crystalline powder
ASSAY

98.0 - 102.0%

OPTICAL ROTATION

+39° ~ +41° (C=1 , H2O)

HEAVY METALS

10ppm max
LOSS ON DRYING

0.5% max
TRANSPORTATION
PACKING
25kgs in fiber drum
HAZARD CLASS Not regulated
UN NO.  
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 24/25-28A-37-45
GENERAL DESCRIPTION OF PURINE
Purine is a heterocyclic compound featured by a fused pyrimidine and imidazole rings composed of carbon and nitrogen atoms. The simplest one is purine itself and the two major purines are adenine(6-Aminopurine) and guanine(2-Amino-6-hydroxypurine). Other important purines are caffeine, uric acid, theobromine, and theophylline. Purine and its derivatives are biologically important components of nucleic acids (DNA, RNA) and coenzymes.