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4621-66-3

4621-66-3 Structure

4621-66-3 Structure
IdentificationMore
[Name]

THIONICOTINAMIDE
[CAS]

4621-66-3
[Synonyms]

3-PYRIDYLTHIOCARBOXAMIDE
AKOS B028584
ART-CHEM-BB B028584
PYRIDINE-3-CARBOTHIOAMIDE
PYRIDINE-3-CARBOTHIOIC ACID AMIDE
PYRIDINE-3-THIOAMIDE
THIONICOTINAMIDE
3-pyridinecarbothioamide
3-pyridinethiocarboxamide
3-pyridylthioformamide
3-thioamidopyridine
3-thiocarbamoylpyridine
nicotinothioamide
thio-3-pyridinecarboxamide
thio-nicotinamid
Pyridine-3-thiocarboxamide
Thionicotinamide,98%
PYRIDINE-3-THIOCARBOXAMIDE (THIONICOTINAMIDE)
Nicotinthioamide
[EINECS(EC#)]

225-036-6
[Molecular Formula]

C6H6N2S
[MDL Number]

MFCD00006399
[Molecular Weight]

138.19
[MOL File]

4621-66-3.mol
Chemical PropertiesBack Directory
[Appearance]

yellow powder
[Melting point ]

185-190 °C
[Boiling point ]

278.9±32.0 °C(Predicted)
[density ]

1.235 (estimate)
[refractive index ]

1.5300 (estimate)
[Fp ]

160 °C
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Powder
[pka]

12.01±0.29(Predicted)
[color ]

Yellow to yellow-green
[Detection Methods]

HPLC,NMR
[BRN ]

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]

0.670
[CAS DataBase Reference]

4621-66-3(CAS DataBase Reference)
[EPA Substance Registry System]

3-Pyridinecarbothioamide (4621-66-3)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[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
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RTECS ]

QS4488000
[TSCA ]

Yes
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Hazard InformationBack Directory
[Chemical Properties]

yellow powder
[Uses]

Thionicotinamide (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].
[Definition]

Thionicotinamide 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].
[in vivo]

In vivo administration of thionicotinamide at 100 mg/kg every other day significantly reduces tumor growth in C85 xenografts (four cycles) and RL diffuse large B-cell lymphoma xenografts (five cycles) without observed neurotoxicity or weight loss[3].
[References]

[1] Philip M Tedeschi. “Suppression of Cytosolic NADPH Pool by Thionicotinamide Increases Oxidative Stress and Synergizes with Chemotherapy.” Molecular Pharmacology 88 4 (2015): 720–7.
Spectrum DetailBack Directory
[Spectrum Detail]

THIONICOTINAMIDE(4621-66-3)MS
THIONICOTINAMIDE(4621-66-3)1HNMR
THIONICOTINAMIDE(4621-66-3)IR1
THIONICOTINAMIDE(4621-66-3)IR2
THIONICOTINAMIDE(4621-66-3)IR3
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Thionicotinamide, 99%(4621-66-3)
[Alfa Aesar]

Thionicotinamide, 98%(4621-66-3)
[TCI AMERICA]

Thionicotinamide,>98.0%(T)(4621-66-3)
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