ChemicalBook > CAS DataBase List > 1H-indazole-3-carboxylic acid methyl ester

1H-indazole-3-carboxylic acid methyl ester

Product Name
1H-indazole-3-carboxylic acid methyl ester
CAS No.
43120-28-1
Chemical Name
1H-indazole-3-carboxylic acid methyl ester
Synonyms
TIMTEC-BB SBB009999;Lonidamine Impurity 1;Methyl 1H-indazole-3-carb...;methyl indazole-3-carboxylate;Methyl 3-indole-3-carboxylate;METHYL INDAZOLYL-3-CARBOXYLATE;METHYL 1H-INDAZOLE-3-CARBOXYLATE;1h-indazole-3-methyl carboxylate;3-Indazolecarboxylic acid methyl ester;Indazole-3-carboxylic Acid Methyl Ester
CBNumber
CB3474521
Molecular Formula
C9H8N2O2
Formula Weight
176.17
MOL File
43120-28-1.mol
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1H-indazole-3-carboxylic acid methyl ester Property

Melting point:
162-163℃
Boiling point:
345.2±15.0 °C(Predicted)
Density 
1.324
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
11.93±0.40(Predicted)
color 
White to Off-White
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
I505250
Product name
Indazole-3-carboxylicAcidMethylEster
Packaging
5g
Price
$110
Updated
2021/12/16
Matrix Scientific
Product number
072855
Product name
1H-Indazole-3-carboxylic acid methyl ester
Purity
95+%
Packaging
1g
Price
$10
Updated
2021/12/16
AK Scientific
Product number
W6261
Product name
1H-Indazole-3-carboxylicacidmethylester
Packaging
5g
Price
$21
Updated
2021/12/16
Matrix Scientific
Product number
072855
Product name
1H-Indazole-3-carboxylic acid methyl ester
Purity
95+%
Packaging
5g
Price
$24
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-BA
Product name
Methyl 1H-indazole-3-carboxylate
Packaging
1g
Price
$25
Updated
2021/12/16
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1H-indazole-3-carboxylic acid methyl ester Chemical Properties,Usage,Production

Uses

Indazole-3-carboxylic Acid Methyl Ester has potential as application of N-benzoylindazole derivatives and analogues as inhibitors of human neutrophil elastase. Also used in the preparation of indazole-pyridine based protain kinase/Akt inhibitors.

Definition

ChEBI: 1H-indazole-3-carboxylic acid methyl ester is a member of indazoles.

Synthesis

67-56-1

4498-67-3

43120-28-1

Indazole-3-carboxylic acid (5.0 g, 30.8 mmol) was dissolved in methanol (50 mL) at 0 °C and thionyl chloride (15 mL) was added slowly and dropwise. After the dropwise addition was completed, the reaction mixture was heated to reflux temperature and maintained at this temperature for 1.5 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to give the crude product. The crude product was neutralized by adding saturated sodium bicarbonate solution (50 mL) to the crude product and subsequently extracted with ethyl acetate (50 mL x 3). The organic phases were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to afford methyl 1H-indazole-3-carboxylate as a white solid (5.1 g, 94% yield). The NMR hydrogen spectrum (300 MHz, d6-DMSO) data were as follows: δ 13.91 (s, 1H), 8.06 (d, J = 8.2 Hz, 1H), 7.65 (d, J = 8.4 Hz, 1H), 7.44 (ddd, J = 8.3 Hz, 6.9 Hz, 1.1 Hz, 1H), 7.30 (dd, J = 7.9 Hz, 6.9 Hz, 0.9 Hz, 1H), 3.92 (s, 3H).

References

[1] Tetrahedron Letters, 2007, vol. 48, # 14, p. 2457 - 2460
[2] Chemical Communications, 2010, vol. 46, # 33, p. 6165 - 6167
[3] ChemMedChem, 2017, vol. 12, # 19, p. 1578 - 1584
[4] Patent: WO2013/120104, 2013, A2. Location in patent: Paragraph 00210; 00211
[5] RSC Advances, 2015, vol. 5, # 100, p. 81817 - 81830

1H-indazole-3-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1H-indazole-3-carboxylic acid methyl ester manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
1H-indazole-3-carboxylic acid methyl ester 43120-28-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-05-12
RongNa Biotechnology Co.,Ltd
Product
Methyl1H-indazole-3-carboxylate 43120-28-1
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
100kg
Release date
2025-05-04
Shandong Xuhuang New material CoLTD
Product
1h-indazole-3-methyl carboxylate 43120-28-1
Price
US $20.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
10T
Release date
2025-02-20

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