13535-13-2

Basic information

• Product Name: 2-AMINO-5-PHENYLPYRAZINE
• Synonyms: 2-AMINO-5-PHENYLPYRAZINE;5-PHENYL-PYRAZIN-2-YLAMINE;2-Amino-5-phenylpyrazine552.63 $;5-phenylpyrazin-2-amine;2-Pyrazinamine, 5-phenyl-;2-Amino-5-phenylpyrazine 97%
• CAS NO: 13535-13-2
• Molecular Formula: C₁₀H₉N₃
• Molecular Weight: 171.2
• Product Categories: Chloropyrazines, etc.;Pyrazines
• Mol File: 13535-13-2.mol

Chemical Properties

• Melting Point: 146 °C
• Boiling Point: 339.298 °C at 760 mmHg
• Flash Point: 185.644 °C
• Appearance: /
• Density: 1.193 g/cm³
• Vapor Pressure: 9.28E-05mmHg at 25°C
• Refractive Index: 1.633
• Solubility: soluble in Methanol
• PKA: 2.98±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-PHENYLPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-PHENYLPYRAZINE(13535-13-2)
• EPA Substance Registry System: 2-AMINO-5-PHENYLPYRAZINE(13535-13-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/38-43
• Safety Statements: 22-24/25-26-36/37-39-51
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13535-13-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-phenylpyrazine serves as a crucial building block in the synthesis of a variety of pharmaceuticals and drug molecules. Its unique structure and properties make it a valuable component in the development of new medications and therapeutic agents.
Used in Materials Science:
In the field of materials science, 2-Amino-5-phenylpyrazine is utilized for its potential to contribute to the creation of novel materials with specific properties. Its chemical structure allows for its integration into materials that can be tailored for various applications, such as in sensors, catalysts, or other advanced technologies.
Used in Organic Chemistry:
2-Amino-5-phenylpyrazine is also employed in organic chemistry for its reactivity and ability to form a wide range of chemical compounds. It is used in the synthesis of complex organic molecules and can be a key intermediate in the preparation of various organic compounds with specific functions and applications.

InChI:InChI=1/C10H9N3/c11-10-7-12-9(6-13-10)8-4-2-1-3-5-8/h1-7H,(H2,11,13)

Upstream product

• 25844-73-9 2-Chloro-5-phenyl-pyrazine 
• 98-80-6 phenylboronic acid 
• 59489-71-3 5-amino-2-bromopyrazine 
• 33332-29-5 2-amino-5-chloropyrazine 
• 910791-87-6 N-[(3-bromo-5-phenyl)pyrazin-2-yl]pyridinium aminide 
• 67602-05-5 2-amino-3-bromo-5-phenylpyrazine 
• 532-54-7 E-isonitrosoacetophenone 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 50627-20-8 2-amino-3-cyano-5-phenylpyrazine-1-N-oxide 

Downstream Products

• 120821-78-5 (3-isopropyl-6,6-dimethyl-[1,2,4]trioxan-5-yl)-(5-phenyl-pyrazin-2-yl)-amine 
• 69816-59-7 1-(2-chloro-benzoyl)-3-(5-phenyl-pyrazin-2-yl)-urea 
• 1195313-71-3 trans-3-oxo-N-(5-phenylpyrazin-2-yl)-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 
• 328232-42-4 trans-3-oxo-N-(5-phenylpyrazin-2-yl)-3H-spiro[2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 
• 328232-52-6 trans-3-oxo-N-(5-phenylpyrazin-2-yl)-3H-spiro[4-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 
• 1195313-64-4 trans-3-oxo-N-(5-phenylpyrazin-2-yl)-3H-spiro[5-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 
• 1195313-93-9 trans-3-oxo-N-(5-phenylpyrazin-2-yl)-3H-spiro[7-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 
• 1242558-71-9 C₂₁H₂₁N₅O₃ 
• 1220751-09-6 C₁₇H₁₃N₃O 
• 1262118-04-6 2-benzyl-6-phenyl-8-phenoxyimidazo[1,2-a]pyrazin-3(7H)-one 
• 1262117-93-0 2-benzyl-6-phenyl-8-(phenylthio)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1192809-20-3 N-(5-phenylpyrazin-2-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine 

Relevant articles and documents

Efficient synthesis of a highly selective NPY-5 receptor antagonist: A drug candidate for the treatment of obesity

A concise and practical synthesis of highly selective NPY-5 receptor antagonist 1 is described. The animopyrazine intermediate 3 was synthesized via either monobromination of aminopyrazine or palladium-catalyzed regioselective debromination of dibromopyrazine followed by an efficient Suzuki-Miyaura coupling. For the preparation of the spirolactone piperidine 2, significantly improved yield was achieved by using a combination of n-BuMgCl and n-BuLi. This protocol also dramatically increased the thermal stability of the aryllithium intermediate and eliminated the requirement for costly cryogenic conditions. The union of the spirolactone piperidine 2 and aminopyrazine 3 via a carbonyl group was accomplished using phenyl chloroformate delivering the target molecule in high yield.

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

Replacement of the methylene group at the C-8 position with an extended electronic conjugation is a new promising method to develop red-shifted coelenterazine derivatives. In this paper, we have described an oxygen-containing coelenterazine derivative with a significant red-shifted (63 nm) bioluminescence signal maximum relative to coelenterazine 400a (DeepBlueC, 1). In cell imaging, the sulfur-containing coelenterazine derivative displayed a significantly (1.77 ± 0.09; P ≤ 0.01) higher luminescence signal compared to coelenterazine 400a and the oxygen-containing coelenterazine derivative exhibited a slightly (0.74 ± 0.08; P ≤ 0.05) lower luminescence signal. It is beneficial to understand further the underlying mechanisms of bioluminescence.

A novel coelenterate luciferin-based luminescent probe for selective and sensitive detection of thiophenols

The first dual bioluminescent and chemiluminescent sensor for detecting highly toxic thiophenols has been developed. Such a probe was designed by using a coelenterazine analogue as the luminophore and dinitrophenyl ether as the recognition moiety. It shou

WNT PATHWAY MODULATORS

The present invention relates to dihydropyrazolo[l,5-a]pyrimidine compounds of formula I, defined herein, as WNT pathways modulators, processes for making them, and pharmaceutical compositions comprising them. Methods of treatment of conditions mediated by WNT pathway signalling including cancer, fibrosis, stem cell and diabetic retinopathy, rheumatoid arthritis, psoriasis and myocardial infarction, comprising the compounds of formula I are also provided.

Synthesis and chemiluminescent properties of 6,8-diaryl-2-methylimidazo[1, 2-a]pyrazin-3(7H)-ones: Systematic investigation of substituent effect at para-position of phenyl group at 8-position

6,8-Diphenylimidazopyrazinone derivatives having a substituent R (R = CF3, H, and OMe) at para position of the 8-phenyl group were synthesized and their chemiluminescent properties were investigated. The chemiluminescence maxima (CLmax/su

CYCLOHEXANE DERIVATIVE HAVING NPY Y5 RECEPTOR ANTAGONISM

The present invention discloses novel cyclohexane derivatives having NPY Y5 receptor antagonistic activity. Specifically, the present invention discloses a compound represented by the formula (I), or a pharmaceutically acceptable salt or a solvate thereof: wherein A is substituted or unsubstituted aryl or heterocyclyl; a combination of X and Y is a combination selected from (X, Y)═(C(═O)N(R1), C(═O)N(R2)), (C(═O)N(R1), imidazole-1,3-diyl), (N(R1), C(═O)N(R2)), (O, C(═O)N(R2)), (C(R3)(R4), N(R2)) or (a single bond, C(═O)N(R2)); R1, R2 and R3 are independently hydrogen or substituted or unsubstituted alkyl; R5 is substituted or unsubstituted aryl or heterocyclyl; R6 is halogen, oxo, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryloxy; m is 0 or 1; and n is an integer of 0 to 5; and B is aromatic carbocycle, monocyclic heterocycle or fused bicyclic heterocycle.

IMIDAZO[1,2-α]PYRAZIN-3(7H)-ONE DERIVATIVES BEARING A NEW ELECTRON-RICH STRUCTURE

The present invention relates to compound of formula I : and their use as chemiluminescent and/or bioluminescent reagents.

Expanded heterogeneous Suzuki-Miyaura coupling reactions of aryl and heteroaryl chlorides under mild conditions

A mesoporous LTA zeolite (MP-LTA)-supported palladium catalyst was developed for the highly efficient Suzuki-Miyaura reaction of aryl and heteroaryl chlorides. The couplings of various aryl chlorides with arylboronic acids in aqueous ethanol were efficiently achieved in the presence of 1.0 mol% of the catalyst. Furthermore, the scope of this catalyst was extended to the coupling of heteroaryl chlorides. Regardless of the substituents, all of the coupling reactions were very clean and highly efficient under mild heating. It shows that our catalyst is one of the most powerful heterogeneous catalysts for the coupling of a wide range of aryl and heteroaryl chlorides. The catalyst could be repetitively used at least 10 times without a significant loss of its catalytic activity. Compared to mesoporous SBA-15 and MCM-41 materials, the MP-LTA support proved to be very stable and robust to prevent degradation upon reuse.

A new class of pyrazolopyridine nucleus with fluorescent properties, obtained through either a radical or a Pd arylation pathway from N-azinylpyridinium N-aminides

(Chemical Equation Presented) The synthesis of dipyridopyrazole and pyridopyrazolopyrazine derivatives - both of which incorporate a 3-aryl moiety - can be achieved in moderate yields by intramolecular radical arylation of pyridinium N-aminides using tris(trimethylsilyl)silane and azobisisobutyronitrile. Improved results were obtained on using Pd direct arylation in conjunction with microwave irradiation. A preliminary study into the fluorescent properties of the target compounds is also reported.