5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
- Product Name
- 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
- CAS No.
- 58483-95-7
- Chemical Name
- 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
- Synonyms
- 5-amino-2-chloroisonicotinic acid;5-Amino-2-chloroisonicotinic;3-amino-6-chloroisonicotinicacid;2-chloro-5-amino-isonicotinic acid;5-Amino-2-chloropyridine-4-carboxylicaci;5-Amino-2-chloropyridin-4-carboxylic acid;5-Amino-2-chloro-4-pyridinecarboxylic acid;5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID;5-Amino-2-Chloroisonicotinic Acid(WXC01548);4-Pyridinecarboxylic acid, 5-amino-2-chloro-
- CBNumber
- CB8103778
- Molecular Formula
- C6H5ClN2O2
- Formula Weight
- 172.57
- MOL File
- 58483-95-7.mol
5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID Property
- Boiling point:
- 514.4±50.0 °C(Predicted)
- Density
- 1.577±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 3.74±0.10(Predicted)
- Appearance
- Off-white to yellow Solid
- InChI
- InChI=1S/C6H5ClN2O2/c7-5-1-3(6(10)11)4(8)2-9-5/h1-2H,8H2,(H,10,11)
- InChIKey
- WCZUTMZMEAPPIX-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(N)C(C(O)=O)=C1
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 22-26-36/37/39
- HazardClass
- IRRITANT
- HS Code
- 29339900
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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- A603220
- Product name
- 3-Amino-6-chloroisonicotinicAcid
- Packaging
- 250mg
- Price
- $145
- Updated
- 2021/12/16
- Product number
- A603220
- Product name
- 3-Amino-6-chloroisonicotinicAcid
- Packaging
- 2.5g
- Price
- $1175
- Updated
- 2021/12/16
- Product number
- 4H21-5-Y0
- Product name
- 5-Amino-2-chloroisonicotinic acid
- Packaging
- 25g
- Price
- $493
- Updated
- 2021/12/16
- Product number
- JK103214
- Product name
- 5-Amino-2-chloropyridine-4-carboxylicacid
- Purity
- 97%
- Packaging
- 1g
- Price
- $568
- Updated
- 2021/12/16
- Product number
- FA57323
- Product name
- 5-Amino-2-chloropyridine-4-carboxylic acid
- Packaging
- 50g
- Price
- $600
- Updated
- 2021/12/16
5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID Chemical Properties,Usage,Production
Chemical Properties
Brown powder
Uses
3-Amino-6-chloroisonicotinic Acid is a useful synthetic intermediate. It can be used to prepare inhibitors of the EGFr and c-erbB-2. It can also be used to synthesise modulators of GHSr-1a for the treatment of type II diabetes and obesity.
Synthesis
171178-46-4
58483-95-7
The general procedure for the synthesis of 5-amino-2-chloropyridine-4-carboxylic acid from 5-tert-butoxycarbonylamino-2-chloropyridine-4-carboxylic acid is as follows: 5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid (1.91 g, 7 mmol) was suspended in dichloromethane (200 mL), and trifluoroacetic acid was added slowly dropwise with stirring until the solution became homogeneous (about 5%) 12 mL). The reaction mixture was stirred overnight at room temperature. Subsequently, the reaction mixture was extracted with dilute aqueous ammonia solution and the aqueous phase was acidified with dilute hydrochloric acid to precipitate 5-amino-2-chloropyridine-4-carboxylic acid precipitate (1.05 g, 87% yield). The product was characterized by nuclear magnetic resonance hydrogen spectroscopy (DMSO-d6): δ 9.01 (2H, multiple peaks), 8.03 (1H, single peak), 7.48 (1H, single peak).
References
[1] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 18, p. 2221 - 2226
[2] Patent: US5654307, 1997, A
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 11, p. 1401 - 1405
[4] Patent: WO2005/16926, 2005, A1. Location in patent: Page/Page column 115-116; 123
[5] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 3, p. 256 - 261
5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID manufacturers
- Product
- 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 58483-95-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 58483-95-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-09-03
- Product
- 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 58483-95-7
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-24