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Azaribine

Azaribine structure

Azaribine 

structure
  • CAS No:

    2169-64-4

  • Formula:

    C14H17N3O9

  • Chemical Name:

    Azaribine

  • Synonyms:

    1,2,4-Triazine-3,5(2H,4H)-dione,2-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-;as-Triazine-3,5(2H,4H)-dione,2-β-D-ribofuranosyl-,2′,3′,5′-triacetate;2-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione;CB 304;Azaribine;Triazure;2′,3′,5′-Tri-O-acetyl-6-azauridine;6-Azauridine triacetate;Azaribin;6-Aza-2′,3′,5′-tri-O-acetyluridine;NSC 67239

  • Categories:

    Biochemical Engineering  >  Saccharides

Description

white to off-white powder or crystals


Azaribine is a N-glycosyl-1,2,4-triazine that is 6-azauridine acetylated at positions 2', 3' and 5' on the sugar ring. It is a prodrug for 6-azauridine and is used for treatment of psoriasis. It has a role as an antipsoriatic and a prodrug. It is an acetate ester and a N-glycosyl-1,2,4-triazine. It derives from a 6-azauridine.|Azaribine is the triacetate salt of azauridine, a synthetic triazine nucleoside derivative possessing antineoplastic and anti-psoriatic activity. After metabolism to 6-azauridine-5-prime monophosphate, 6-Azauridine inhibits de novo pyrimidine biosynthesis and its 5-prime triphosphate metabolite gets incorporated into RNA, thereby preventing RNA synthesis.

Azaribine Basic Attributes

371.3

371.30

218-515-6

K1U80DO9EB

DTXSID1022635

C1008

Characteristics

155.88000

-0.2

1.6g/cm3

99-101 °C

1.621

Safety Information

2

22-24/25

XY8577000

Drug Information

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)

2-beta-D-ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetate

Azaribine Use and Manufacturing

Antipsoriatic.

Computed Properties

Molecular Weight:371.30
XLogP3:-0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:8
Exact Mass:371.09647913
Monoisotopic Mass:371.09647913
Topological Polar Surface Area:150
Heavy Atom Count:26
Complexity:662
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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