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Friday 20 March 2020

Favipiravir

ChemSpider 2D Image | favipiravir | C5H4FN3O2
  • Molecular FormulaC5H4FN3O2
  • Average mass157.103 Da


259793-96-9 [RN]
2-Pyrazinecarboxamide, 6-fluoro-3,4-dihydro-3-oxo-
 
6-Fluoro-3-hydroxypyrazine-2-carboxamide
6-Fluoro-3-oxo-3,4-dihydro-2-pyrazinecarboxamide
 
8916
Avigan
ファビピラビル
Favipiravir
SYN

Electronic supplementary material

 
Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 1315 kb)



Ref

Drug Discoveries & Therapeutics. 2014; 8(3):117-120.
 mp = 178-180°C. 1 H-NMR (600 MHz, DMSO): δ 12.34 (brs, 1H, OH), 8.31 (d, 1H, pyrazine H, J = 8.0 Hz), 7.44 (s, 1H, CONH2), 5.92 (s, 1H, CONH2). 13C-NMR (75 MHz, DMSO): δ 168.66, 159.69, 153.98, 150.76, 135.68. HRMS (ESI): m/z [M + H]+ calcd for C5H5FN3O2 + : 158.0366; found: 158.0360.

PAPER
Chemical Papers (2017), 71(11), 2153-2158.

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 514 kb)



Take a tour
Kerkennah Islands
Kerkennah Islands NASA.jpg
Kerkennah Islands seen from space
Kerkennah Islands is located in Tunisia
Kerkennah Islands
Kerkennah Islands
Geography
Coordinates34°42′N 11°11′ECoordinates34°42′N 11°11′E
Area160 km2 (62 sq mi)
Administration
Tunisia

Kerkennah Islands (Tunisian Arabicقرقنة‎ About this soundqarqna) are a group of islands lying off the east coast of Tunisia in the Gulf of Gabès, at 34°42′N 11°11′E. The Islands are low-lying, being no more than 13 metres (43 feet) above sea level. The main islands are Chergui and Gharbi. The archipelago has an area of 160 square kilometres (62 sq mi) and a population of 15,501 (2014).[2]

Kerkennah's main town, Remla (on Chergui), has a population of 2,000. The population of the islands significantly decreased during the 1980s due to drought. The islands were unable to provide suitable irrigation systems and, with clean water rapidly running out, many islanders were forced to leave for mainland Tunisia, the nearest town being Sfax.














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Wednesday 11 March 2020

NIDUFEXOR

Nidufexor Chemical Structure
Nidufexor.png
NIDUFEXOR
LMB763
4-[[benzyl-(8-chloro-1-methyl-4H-chromeno[4,3-c]pyrazole-3-carbonyl)amino]methyl]benzoic acid
Nidufexor is a farnesoid X receptor (FXR) agonist.
Molecular Weight
487.93
Formula
C₂₇H₂₂ClN₃O₄
CAS No.
1773489-72-7
PHASE 2 Treatment of Liver and Biliary Tract Disorders,
Agents for Diabetic Nephropathy, NOVARTIS

1 (7.6 g, 89% yield) as a white solid. Melting point: 232.6 °C.
1 H NMR (400 MHz, DMSO): δ 12.93 (s, 1H), 7.96−7.85 (m, 2H), 7.71 (dd, J = 7.1, 2.5 Hz, 1H), 7.42−7.20 (m, 8H), 7.06 (dd, J = 8.7, 1.9 Hz, 1H), 5.45 (d, J = 3.9 Hz, 2H), 5.25 (d, J = 9.2 Hz, 2H), 4.58 (d, J = 12.1 Hz, 2H), 4.12 (d, J = 16.6 Hz, 3H).
13C NMR (101 MHz, DMSO-d6): δ 167.07, 162.21, 151.98, 142.65, 139.18, 132.20, 132.67, 129.70, 129.50, 129.50, 128.53, 128.53, 127.43, 127.43, 127.43, 127.43, 127.43, 125.53, 122.24, 119.0, 117.09, 116.64, 64.51, 50.68, 48.24. LC-MS m/z: 488.2/490.2 (M +H)+ ; chlorine pattern; method 3; RT = 1.41 min.
Elemental Analysis calcd for C27H22ClN3O4: C 66.46, H 4.54, N 8.61; found: C 66.43, H 4.56, N 8.62.
TRIS Salt Formation. Methanol (400 mL) was added to a mixture of 1 (4.0 g, 8.2 mmol) and 2-amino-2-hydroxymethylpropane-1,3-diol (TRIS, 1.0 g, 8.2 mmol). The mixture was heated to 70 °C for 0.5 h. After cooling to room temperature, the solvent was removed in vacuum. The residue was sonicated in dichloromethane (10 mL) and concentrated again. The resulting white solid was dried under vacuum overnight. The crude material was crystallized by slurring the solid residue in a 4:1 mixture of acetonitrile and methanol (5 mL). The mixture was stirred at room temperature for 24 h to give 4-((N-benzyl-8-chloro-1-methyl-1,4-dihydrochromeno- [4,3-c]pyrazole-3-carboxamido)methyl)benzoic acid TRIS salt as a white salt (3.7 g, 73% yield). Melting point: 195.6 °C. 1 H NMR (400 MHz, DMSO): δ 7.92−7.80 (m, 2H), 7.78−7.64 (m, 1H), 7.41− 7.19 (m, 8H), 7.13−7.00 (m, 1H), 5.44 (s, 2H), 5.25−5.14 (m, 2H), 4.61−4.48 (m, 2H), 4.18−4.03 (m, 3H), 3.39 (s, 7H). TRIS OH masked by water peak. LC-MS m/z: 488.0/490.0 (M+H)+ ; chlorine pattern, method 3. RT = 1.58 min. Elemental Analysis calc for C31H33ClN4O7: C 61.00, H 5.36, N 9.15; found: C 60.84, H 5.34, N 9.13.


Patent
WO 2015069666
///////NIDUFEXOR, LMB 763, Phase II, PHASE 2, Liver and Biliary Tract Disorders,  Diabetic Nephropathy, NOVARTIS
CN1C(C2=CC(Cl)=CC=C2OC3)=C3C(C(N(CC4=CC=CC=C4)CC5=CC=C(C(O)=O)C=C5)=O)=N1