ChemicalBook > CAS DataBase List > 5,6-DIPHENYLPYRAZIN-2-OL

5,6-DIPHENYLPYRAZIN-2-OL

Product Name
5,6-DIPHENYLPYRAZIN-2-OL
CAS No.
18591-57-6
Chemical Name
5,6-DIPHENYLPYRAZIN-2-OL
Synonyms
Selexipag Impurity 30;Selexipag Impurity 10;5,6-Diphenylpyrazinol;5,6-diphenylpyrazin-2-yl;5,6-DIPHENYLPYRAZIN-2-OL;5,6-Diphenyl-2(1H)-pyrazinone;5,6-diphenylpyrazin-2(1H)-one;5,6-diphenyl-1H-pyrazin-2-one;5,6-Diphenyl-2-hydroxypyrazine;2(1H)-Pyrazinone, 5,6-diphenyl-
CBNumber
CB9225204
Molecular Formula
C16H12N2O
Formula Weight
248.28
MOL File
Mol file
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5,6-DIPHENYLPYRAZIN-2-OL Property

Melting point:
225-227 °C
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
10.55±0.60(Predicted)
Appearance
Light yellow to yellow Solid
InChI
InChI=1S/C16H12N2O/c19-14-11-17-15(12-7-3-1-4-8-12)16(18-14)13-9-5-2-6-10-13/h1-11H,(H,18,19)
InChIKey
LTWBZUZTTUVPIM-UHFFFAOYSA-N
SMILES
C1(=O)NC(C2=CC=CC=C2)=C(C2=CC=CC=C2)N=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
D415285
Product name
5,6-Diphenylpyrazinol
Packaging
25g
Price
$180
Updated
2021/12/16
AK Scientific
Product number
8595BA
Product name
5,6-Diphenylpyrazin-2-ol
Packaging
5g
Price
$107
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0046125
Product name
SELEXIPAG EP IMPURITY B
Purity
95.00%
Packaging
5MG
Price
$455.23
Updated
2021/12/16
Alichem
Product number
18591576
Product name
5,6-Diphenylpyrazin-2-ol
Packaging
100g
Price
$543.51
Updated
2021/12/16
Chemenu
Product number
CM250681
Product name
5,6-Diphenylpyrazin-2-ol
Purity
95%+
Packaging
25g
Price
$119
Updated
2021/12/16
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5,6-DIPHENYLPYRAZIN-2-OL Chemical Properties,Usage,Production

Uses

5,6-Diphenylpyrazinol is a diphenylpyrazine derivative which belongs to a class of prostacyclin receptor agonists. It is impurity of Selexipag (S253150) that is a potential drug for the treatment of various vascular disorders such as pulmonary arterial hypertension and arteriosclerosis obliterans.

Synthesis

1668-10-6

134-81-6

18591-57-6

General procedure for the synthesis of 5,6-diphenyl-2-hydroxypyrazine from glycinamide hydrochloride and biphenylformamide: Biphenylformamide (62.0 g, 0.29 mol), glycinamide hydrochloride (35.37 g, 0.32 mol), and NaOH (23.2 g, 0.58 mol) were added sequentially to 500 mL of methanol, and heated at reflux under nitrogen protection for 3 to 4 hours. The reaction progress was monitored by LC-MS until the ingredients were fully reacted. The reaction solution was cooled to 0-5 °C, and 12N HCl (38 mL) was added slowly and dropwise, followed by stirring for 30 min at room temperature. To the reaction solution was added 30 g of sodium bicarbonate and 350 mL of water, followed by washing with water (20 mL) and methanol (20 mL). The solid product was collected and dried under vacuum to give 65.5 g of 5,6-diphenyl-2-hydroxypyrazine as a white solid in 91.1% yield.

References

[1] Patent: CN108623541, 2018, A. Location in patent: Paragraph 0049-0051; 0069-0072; 0089-0091; 0108-0110; 0127
[2] Patent: US2015/147840, 2015, A1. Location in patent: Page/Page column
[3] Patent: WO2017/60827, 2017, A1. Location in patent: Page/Page column 11
[4] Patent: US2015/147840, 2015, A1. Location in patent: Page/Page column
[5] Patent: US2016/108006, 2016, A1. Location in patent: Paragraph 0173-0175

5,6-DIPHENYLPYRAZIN-2-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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5,6-DIPHENYLPYRAZIN-2-OL Suppliers

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View Lastest Price from 5,6-DIPHENYLPYRAZIN-2-OL manufacturers

Henan Fengda Chemical Co., Ltd
Product
5,6-DIPHENYLPYRAZIN-2-OL 18951-57-6
Price
US $3.00-0.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-26
Career Henan Chemical Co
Product
5,6-DIPHENYLPYRAZIN-2-OL 18591-57-6
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-02-13