ChemicalBook > CAS DataBase List > 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID

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
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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
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Safety

Risk Statements 
36/37/38
Safety Statements 
22-26-36/37/39
HazardClass 
IRRITANT
HS Code 
29339900
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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.

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N-Bromosuccinimide Price

TRC
Product number
A603220
Product name
3-Amino-6-chloroisonicotinicAcid
Packaging
250mg
Price
$145
Updated
2021/12/16
TRC
Product number
A603220
Product name
3-Amino-6-chloroisonicotinicAcid
Packaging
2.5g
Price
$1175
Updated
2021/12/16
Matrix Scientific
Product number
058709
Product name
5-Amino-2-chloro-isonicotinic acid
Purity
95+%
Packaging
1g
Price
$29
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA57323
Product name
5-Amino-2-chloropyridine-4-carboxylic acid
Packaging
2g
Price
$55
Updated
2021/12/16
SynQuest Laboratories
Product number
4H21-5-Y0
Product name
5-Amino-2-chloroisonicotinic acid
Packaging
1g
Price
$56
Updated
2021/12/16
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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

5-Amino-2-chloropyridine Hexane Ammonium hydroxide N,N,N',N'-Tetramethylethylenediamine Di-tert-butyl dicarbonate Trifluoroacetic acid Triethylamine Carbon dioxide 1,4-Dioxane Diethyl ether Hydrochloric acid Dichloromethane n-Butyllithium

Preparation Products

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5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID Suppliers

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View Lastest Price from 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID manufacturers

Henan Aochuang Chemical Co.,Ltd.
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
Dideu Industries Group Limited
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
Career Henan Chemical Co
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

58483-95-7, 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACIDRelated Search:

3-Amino-2,6-dichloro-isonicotinic acid ethyl ester 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 5-AMINO-2-CHLOROPYRIDINE-3-CARBOXYLIC ACID 3-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID METHYL ESTER 5-TERT-BUTOXYCARBONYLAMINO-2-CHLORO-NICOTINIC ACID 3-Amino-6-chloropyridine-2-carboxylic acid 2-Amino-5-chloropyridine-3-carboxylic acid 5-Amino-2-chloropyridine 2-Chloropyridine 5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID ETHYL 2-CHLORO-3-CYANO-6-METHYL-5-NITROPYRIDINE-4-CARBOXYLATE 2-amino-6-chloropyridine-4-carboxylic acid 3-amino-5-chloropyridine-2-carboxylic acid 5-Boc-amino-2-chloropyridine-4-carboxylic acid ,97%,5-[N-(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID RARECHEM AL BW 1166 6-({2-[bis(propan-2-yl)amino]ethyl}amino)-5-chloropyridine-3-carboxylic acid 6-[(1-{bicyclo[2.2.1]heptan-2-yl}ethyl)amino]-3-chloropyridine-2-carboxylic acid 6-[(4-bromo-3-methylphenyl)amino]-3-chloropyridine-2-carboxylic acid

  • 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
  • 5-amino-2-chloroisonicotinic acid
  • 5-Amino-2-chloropyridine-4-carboxylic acid ,97%
  • 3-amino-6-chloroisonicotinicacid
  • 5-Amino-2-chloro-4-pyridinecarboxylic acid
  • 5-Amino-2-chloropyridine-4-carboxylic acid, 5-Amino-4-carboxy-2-chloropyridine
  • 5-Amino-2-Chloroisonicotinic Acid(WXC01548)
  • 5-Amino-2-chloroisonicotinic
  • 4-Pyridinecarboxylic acid, 5-amino-2-chloro-
  • 5-Amino-2-chloropyridine-4-carboxylicaci
  • 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID ISO 9001：2015 REACH
  • 2-chloro-5-amino-isonicotinic acid
  • 5-Amino-2-chloropyridin-4-carboxylic acid
  • 58483-95-7
  • Heterocycle-Pyridine series
  • Pyridine
  • Carboxylic Acids
  • Pyridines
  • Carboxylic Acids