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2-beta-D-Ribofuranosylthiazole-4-carboxamide

HCID 323701
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
60084-10-8
Standard SMILES
NC(=O)c1csc(C2OC(CO)C(O)C2O)n1
InChIKey
FVRDYQYEVDDKCR-UHFFFAOYSA-N
Molecular formula
C9H12N2O5S
Average molar mass
260.27 g/mol
Monoisotopic mass
260.04669266

Names & identifiers

Preferred name
2-beta-D-Ribofuranosylthiazole-4-carboxamide
IUPAC
2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
English name
Tiazofurine
Molecular formula
C9H12N2O5S
Molecular weight
260.269

Names & synonyms

MLS0033893202-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamideNSC2861932-.beta.-D-Ribofuranosylthiazole-4-carboxamide4-Thiazolecarboxamide, 2-.beta.-D-ribofuranosyl-2-.beta.-D-Ribofuranosyl-4-thiazolecarboxamideCHEMBL276286SCHEMBL1651851FVRDYQYEVDDKCR-UHFFFAOYSA-NNSC367734NSC367735NSC367920
Show more names
tiazofurinTCARCI 909NSC-286193Aids014479RiboxamideNSC-286-193TiazofurineAids-014479Tiazofurinum
NSC381855NSC-367734NSC-367735NSC-367920NSC-381855LS-13643NCI60_002347SMR002048975

Database identifiers

CAS
60084-10-8、92952-33-5、92952-40-4
PubChem CID
323701
ChEMBL
CHEMBL276286

Properties

Computed structural properties

XLogP
-1.7
Topological polar surface area
154 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
3
Heavy atoms
17
Formal charge
0
Complexity
305

Physicochemical properties

Melting point
145 · 145-146°
alpha
25 · D25 -9° (c = 0.5 in ethanol)
Density
1.4797 · 1.4797 (rough estimate)
refractive index
1.68 · 1.6800 (estimate)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2–8 °C
solubility
DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
form
Solid
color
White to Pale Beige
Stability
Very Very Hygroscopic
NCI Dictionary of Cancer Terms
tiazofurin
FDA UNII
82834 RE · ULJ82834RE
NCI Drug Dictionary
Riboxamide
ATC code
1 XX18 · L01XX18
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesTiazofurin has antitumor activity and is a potential therapeutic agent in the treatment of cancer. Tiazofurin acts as an inhibitor of Inosine-5''-monophosphate (IMP) dehydrogenase.

Upstream & downstream products

Upstream raw materials

2,3,5-Tri-O-benzoyl-beta-D-ribofuranosyl cyanide2,5-Anhydro-D-allonothioaMide 3,4,6-Tribenzoate2-β-D-Ribofuranosyl-4-thiazolecarboxylic Acid Ethyl Ester2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester

Suppliers40 total

上海康恩博医药科技有限公司(科小研试剂)400-1388-521 17510465506 · [email protected]
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Precautionary statements
261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
欧利希(湖北)医药科技有限公司17316404525 17316404525 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
杭州璟皓生物科技有限公司(原河南辛迪加生物)17513242016 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
Wuhan Jingkang en Biomedical Technology Co., Ltd+86-0086-13720134139 · [email protected]
Labnetwork lnc.+86-27-50766799 +86-18062016861 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
武汉沃格达生物科技有限公司15071299552 · [email protected]
Watson Biotechnology Co.,Ltd+86-18186686046 · [email protected]
山东鸿图生物科技有限公司15318761660 15966937598 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
上海杰瑞兴生物医药科技有限公司17521512546 17721492509 · [email protected]
Wuhan Topule Biopharmaceutical Co., Ltd+86-18327326525 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海安毕达生物科技有限公司021-61629020 18201956406 · [email protected]
河南威梯希化工科技有限公司0371-55135753 18003832934 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
Additional notes · 1 item

DefinitionChEBI: A C-glycosyl compound that is 1,3-thiazole-4-carboxamide in which the hydrogen at position 2 has been replaced by a beta-D-ribofuranosyl group. It is metabolised to thiazole-4-carboxamide adenine dinucle tide (TAD), a selective inhibitor of inosine monophosphate dehydrogenase (IMP dehydrogenase).