Tiazofurin

Category	Orthopoxvirus
CAS	60084-10-8
Description	Tiazofurin is a synthetic nucleoside analogue with antineoplastic activity. Tiazofurin (TR) is anabolized intracellularly to an analogue of NAD, tiazole-4-carboxamide adenine dinucleotide (TAD), a potent inhibitor of IMP dehydrogenase (IMPDH); IMPDH is the rate-limiting enzyme for de novo purine synthesis. Inhibition of IMPDH results in reduced levels of guanylates, resulting in the inhibition tumor cell growth in vitro and in vivo.

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Synonyms	2-b-D-Ribofuranosyl-4-thiazolecarboxamide; CI 909; NSC 286-193
IUPAC Name	2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
Molecular Weight	260.27
Molecular Formula	C9H12N2O5S
Canonical SMILES	C1=C(N=C(S1)C2C(C(C(O2)CO)O)O)C(=O)N
InChI	InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
InChIKey	FVRDYQYEVDDKCR-DBRKOABJSA-N
Boiling Point	641.3±55.0 °C at 760 mmHg
Flash Point	341.6±31.5 °C
Purity	97%
Density	1.6±0.1 g/cm3
Solubility	Soluble in DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
Appearance	White to Off-White Solid
Application	Antineoplastic Agents
Storage	Store at -20°C
Complexity	305
Exact Mass	260.04669266
Index Of Refraction	1.675
PSA	154.14000
Target	Nucleoside Antimetabolite/Analog; Orthopoxvirus
Vapor Pressure	0.0±2.0 mmHg at 25°C
XLogP3-AA	-1.7