CAS 4621-66-3 Thionicotinamide (HCID 737155)

Names & identifiers

Preferred name: Thionicotinamide
IUPAC: pyridine-3-carbothioamide
English name: Thionicotinamide
Molecular formula: C6H6N2S
Molecular weight: 138.19

Names & synonyms

Thionicotinamide4621-66-33-PyridinecarbothioamideNicotinothioamide3-Thioamidopyridine3-Thiocarbamoylpyridine3-Pyridinethiocarboxamide3-PyridylthioformamideNICOTINAMIDE, THIO-Thio-3-pyridinecarboxamide6A0HXX0753NSC-18336

Show more names

AKOS B028584thio-nicotinamidNicotinthioamideCompound Fr13719ART-CHEM-BB B028584PYRIDINE-3-THIOAMIDE

DTXSID9063536RefChem:897854DTXCID8040480225-036-6pyridine-3-carbothioamideMFCD00006399C6H6N2SNSC 18336

Database identifiers

CAS: 4621-66-3
PubChem CID: 737155
DTXSID: DTXSID9063536
ChEMBL: CHEMBL3741182
UNII: 6A0HXX0753
EC Number: 225-036-6
Nikkaji: J124.097H

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 71 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 114

Experimental & physicochemical properties

LogP0.67

Physicochemical properties

Melting point: 185 · 185-190 °C
Boiling point: 278.9 · 278.9±32.0 °C(Predicted)
Density: 1.235 · 1.235 (estimate)
refractive index: 1.53 · 1.5300 (estimate)
Flash point: 160 °C · 160 °C
storage temp.: Inert atmosphere,Room Temperature
pka: 12.01 · 12.01±0.29(Predicted)
form: Powder
color: Yellow to yellow-green
BRN: 109593 · 109593
InChI: InChI=1S/C6H6N2S/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
InChIKey: XQWBMZWDJAZPPX-UHFFFAOYSA-N
SMILES: C1=NC=CC=C1C(N)=S
LogP: 0.67 · 0.670
CAS DataBase Reference: 4621 · 4621-66-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 6 A0HXX0753 · 6A0HXX0753
EPA Substance Registry System: 3 · 3-Pyridinecarbothioamide (4621-66-3)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 24 · 24/25-36-26
RTECS: 4488000 · QS4488000
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29333990 · 29333990

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

tsca: TSCA listed
rtecs: QS4488000
hs_code: 29333990
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25-36-26
hazard_class: IRRITANT
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501

Chemistry & industry

Uses & manufacturing

General Manufacturing Information3-Pyridinecarbothioamide: INACTIVE

Applications

UsesThionicotinamide (TN) is an NADK inhibitor prodrug and lead compound[2]. As a lead compound, thionicotinamide sensitizes CEM-CCRF, MOLT-4, RL, and C85 cell lines to chemotherapeutic agents and reduces cellular NADP/NADPH pools[2][3].

Upstream & downstream products

Upstream raw materials

Nicotinamide 3-Cyanopyridine

Downstream products

5-Methyl-4-phenyl-2-(3-pyridyl)thiazole, 97%Ethyl 4-hydroxy-2-(pyridin-3-yl)thiazole-5-carboxylate Pyridine, 3-[4,5-bis(4-methoxyphenyl)-2-thiazolyl]-2-(3-Pyridyl)-4-thiazolecarboxylic acid ethyl ester

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

南京凯美西化工有限公司02558748998 18951874644 · [email protected]

Additional notes · 1 item

DefinitionThionicotinamide is the active moiety of two previously identified NADK inhibitors, NADS and NADPS. Treatment of C85 cancer cells with thionicotinamide resulted in an identical loss of dihydrofolate reductase levels, a G1/S block, and similar toxicity profiles as NADS and NADPS; that is, thionicotinamide is a prodrug and is converted intracellularly to NADPS[1].