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N-(1,3,4-Thiadiazolyl)nicotinamide

CAS No.
51987-99-6
Chemical Name:
N-(1,3,4-Thiadiazolyl)nicotinamide
Synonyms
TGN-020;Nicotinamide Impurity 156;TGN 020;TGN-020;TGN020;51987-99-6;2-(Nicotinamide)-1,3,4-thiadiazole;N-(1,3,4-Thiadiazolyl)nicotinamide;N-(1,3,4-Thiadiazol-2-yl)nicotinamide;N-(1,3,4-Thiadiazolyl)-m-nicotinamide;TGN-020:2-(Nicotinamide)-1,3,4-thiadiazole;N-(1,3,4-Thiadiazol-2-yl)pyridine-3-carboxamide;N-(1,3,4-Thiadiazol-2-yl)-3-pyridinecarboxamide
CBNumber:
CB92511583
Molecular Formula:
C8H6N4OS
Molecular Weight:
206.22
MDL Number:
MFCD00708771
MOL File:
51987-99-6.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

N-(1,3,4-Thiadiazolyl)nicotinamide Properties

Melting point 291-293°C
Density 1.500±0.06 g/cm3(Predicted)
storage temp. room temp
solubility DMSO: ≥8mg/mL
pka 6.78±0.50(Predicted)
form powder
color white to tan
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
NFPA 704
0
2 0

N-(1,3,4-Thiadiazolyl)nicotinamide price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0136 TGN-020 ≥98% (HPLC) 51987-99-6 5mg $148 2024-03-01 Buy
Sigma-Aldrich SML0136 TGN-020 ≥98% (HPLC) 51987-99-6 25mg $588 2024-03-01 Buy
Tocris 5425 TGN020 ≥99%(HPLC) 51987-99-6 50 $487 2021-12-16 Buy
Tocris 5425 TGN020 ≥99%(HPLC) 51987-99-6 10 $115 2021-12-16 Buy
TRC T344000 N-(1,3,4-Thiadiazolyl)nicotinamide 51987-99-6 25mg $95 2021-12-16 Buy
Product number Packaging Price Buy
SML0136 5mg $148 Buy
SML0136 25mg $588 Buy
5425 50 $487 Buy
5425 10 $115 Buy
T344000 25mg $95 Buy

N-(1,3,4-Thiadiazolyl)nicotinamide Chemical Properties,Uses,Production

Description

TGN-020 (51987-99-6) is an aquaporin 4 channel blocker, IC50?= 3.1 μM.1?Reduces ischemic cerebral edema in a mouse model of focal cerebral ischemia using MRI.2?TGN-020 increases regional cerebral blood flow as determined in wild-type and AQP-4 knockout mice.3? Reduces brain edema when administered after onset of ischemia in rat models.4

Chemical Properties

Off-White Solid

Uses

A thiadiazole derivative as antitumor agent.

Biochem/physiol Actions

TGN-020 is an inhibitor of Aquaporin 4 (AQP4), the most abundant water channel in brain. Aquaporins (AQPs) are water channels required for maintaining fluid homeostasis and enabling water movement across barrier membranes, but can enhance pathological cellular volume changes and cause edema in injury states. Pretreatment with the AQP4 inhibitor TGN-020 significantly reduced the volume of brain edema associated with ischemic injury in a mouse model of focal cerebral ischemia.

storage

Store at RT

References

1) Huber?et al. (2009), Identification of aquaporin 4 inhibitors using in vitro and in silico methods; Bioorg. Med. Chem.,?17?411 2) Igarashi?et al. (2011),?Pretreatment with a novel aquaporin 4 inhibitor, TGN-020, significantly reduces ischemic cerebral edema; Neurol. Sci.,?32?113 3) Igarashi?et al. (2013),?Inhibition of aquaporin-4 significantly increases regional cerebral blood flow; Infect. Neuroreport,?24?324 4) Pirici?et al.?(2017),?Inhibition of Aquaporin-4 Improves the Outcome of Ischaemic Stroke and Modulates Brain Paravascular Drainage Pathways; Int. J. Mol. Sci.,?19?E46

N-(1,3,4-Thiadiazolyl)nicotinamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(1,3,4-Thiadiazolyl)nicotinamide 2-(Nicotinamide)-1,3,4-thiadiazole N-(1,3,4-Thiadiazol-2-yl)-3-pyridinecarboxamide N-(1,3,4-Thiadiazol-2-yl)pyridine-3-carboxamide N-(1,3,4-Thiadiazolyl)-m-nicotinamide TGN-020 TGN 020;TGN-020;TGN020;51987-99-6 N-(1,3,4-Thiadiazol-2-yl)nicotinamide TGN-020:2-(Nicotinamide)-1,3,4-thiadiazole 3-Pyridinecarboxamide, N-1,3,4-thiadiazol-2-yl- scar,edema,glial,Inhibitor,TGN 020,AQP4,Aquaporin 4,inhibit,PROTAC Linkers,TGN-020 Nicotinamide Impurity 156 51987-99-6 Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds