3-AMINO-ISONICOTINIC ACID METHYL ESTER
- Product Name
- 3-AMINO-ISONICOTINIC ACID METHYL ESTER
- CAS No.
- 55279-30-6
- Chemical Name
- 3-AMINO-ISONICOTINIC ACID METHYL ESTER
- Synonyms
- Tpc-py003;AKOS 93360;METHYL 3-AMINOISONICOTINATE;Methyl 3-Aminoisonicotina...;Methyl3-Aminoisonicotinate>METHYL 3-AMINOPYRIDINE-4-CARBOXYLATE;3-Amino-Isonitinic Acid Methyl Ester;3-AMINO-ISONICOTINIC ACID METHYL ESTER;3-Amino-iosnicotinic acid methyl ester;Methyl3-aminopyridine-4-carboxylate,97%
- CBNumber
- CB2406062
- Molecular Formula
- C7H8N2O2
- Formula Weight
- 152.15
- MOL File
- 55279-30-6.mol
3-AMINO-ISONICOTINIC ACID METHYL ESTER Property
- Melting point:
- 84-86
- Boiling point:
- 292.5±20.0 °C(Predicted)
- Density
- 1.238±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 4.05±0.18(Predicted)
- color
- White to Yellow to Green
- InChI
- InChI=1S/C7H8N2O2/c1-11-7(10)5-2-3-9-4-6(5)8/h2-4H,8H2,1H3
- InChIKey
- XLQIGLBALJNHKR-UHFFFAOYSA-N
- SMILES
- C1=NC=CC(C(OC)=O)=C1N
- CAS DataBase Reference
- 55279-30-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- ANV00027
- Product name
- Methyl 3-aminopyridine-4-carboxylate
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 1 g
- Price
- $185
- Updated
- 2025/07/31
- Product number
- M2653
- Product name
- Methyl 3-Aminoisonicotinate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $78
- Updated
- 2025/07/31
- Product number
- A604785
- Product name
- 3-AminoisonicotinicAcidMethylEster
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 045885
- Product name
- Methyl 3-aminoisonicotinate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $14
- Updated
- 2021/12/16
- Product number
- OR14139
- Product name
- Methyl 3-Aminoisonicotinate
- Packaging
- 5g
- Price
- $41
- Updated
- 2021/12/16
3-AMINO-ISONICOTINIC ACID METHYL ESTER Chemical Properties,Usage,Production
Chemical Properties
Yellow powder
Uses
3-Aminoisonicotinic Acid Methyl Ester is a useful synthetic intermediate. It is used in the synthesis of morpholinophenylquinazolines and related derivatives as PI3 kinase p110α inhibitors. It is also used to synthesize aryl tetrahydropyridine inhibitors of farnesyltransferase as antitumor agents.
Synthesis
67-56-1
7579-20-6
55279-30-6
3-Aminoisonicotinic acid (3.55 g, 25.7 mmol) was added with concentrated sulfuric acid (2.5 ml) and methanol (50 ml), and the reaction was heated to reflux at 80°C for 3 days. After completion of the reaction, methanol was removed by evaporation and the residue was diluted with deionized water (75 ml) and heated to 80 °C. Solid sodium carbonate was added slowly until no gas was produced. The reaction mixture was cooled to room temperature and extracted with dichloromethane (2 x 100 ml). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated to give methyl 3-aminoisonicotinate as a beige solid (2.36 g, 60% yield). The product was characterized by 1H NMR (500 MHz, DMSO-d6): δ 8.24 (1H, s), 7.74 (1H, d, J=5.3 Hz), 7.46 (1H, d, J=5.2 Hz), 6.67 (2H, brs), 3.83 (3H, s). The mass spectrum (ES+) showed the molecular ion peak m/z 153 ([M+H]+).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 7, p. 1359 - 1362
[2] Patent: WO2005/49613, 2005, A1. Location in patent: Page/Page column 38
[3] Patent: WO2008/74749, 2008, A1. Location in patent: Page/Page column 62-63
[4] Chemical Communications, 2016, vol. 52, # 59, p. 9283 - 9286
3-AMINO-ISONICOTINIC ACID METHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-AMINO-ISONICOTINIC ACID METHYL ESTER manufacturers
- Product
- 3-AMINO-ISONICOTINIC ACID METHYL ESTER 55279-30-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 3-AMINO-ISONICOTINIC ACID METHYL ESTER 55279-30-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 500KG
- Release date
- 2018-12-20