1H-indazole-7-carboxylic acid

Product Name: 1H-indazole-7-carboxylic acid
CAS No.: 677304-69-7
Chemical Name: 1H-indazole-7-carboxylic acid
Synonyms: 7-Carboxy-1H-indazole;CgH6N2O2;Niraparib Intermediate4;7-INDAZOLE CARBOXYLIC ACID;7-INDAZOLE CARBOXYLLIC ACID;1H-Indazole-7-carboxylic aid;1H-Indazol-7-carboxylic acid;1H-INDAZOLE-7-CARBOXYLIC ACID;7-(1H)Indazole carboxylic acid;1H-Indazole-7-carboxylic acid
CBNumber: CB9197275
Molecular Formula: C8H6N2O2
Formula Weight: 162.15
MOL File: 677304-69-7.mol

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1H-indazole-7-carboxylic acid Property

Melting point:: ca 240℃
Boiling point:: 443.7±18.0 °C(Predicted)
Density: 1.506±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 3.71±0.10(Predicted)
form: Crystalline Powder
color: White to yellow
InChI: InChI=1S/C8H6N2O2/c11-8(12)6-3-1-2-5-4-9-10-7(5)6/h1-4H,(H,9,10)(H,11,12)
InChIKey: WBCWIQCXHSXMDH-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC=C2C(O)=O)C=N1

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Safety

HS Code: 29339980

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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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: ANV00147
Product name: 1H-Indazole-7-carboxylic acid
Purity: AldrichCPR
Packaging: 1G
Price: $747
Updated: 2025/07/31

TRC

Product number: H341003
Product name: 1H-indazole-7-carboxylicAcid
Packaging: 500mg
Price: $60
Updated: 2021/12/16

Apolloscientific

Product number: OR60064
Product name: 1H-Indazole-7-carboxylicacid
Purity: 97%
Packaging: 1g
Price: $29
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H21-1-B1
Product name: 1H-Indazole-7-carboxylic acid
Packaging: 1g
Price: $32
Updated: 2021/12/16

Matrix Scientific

Product number: 069794
Product name: 1H-Indazole-7-carboxylic acid
Purity: 96%
Packaging: 1g
Price: $50
Updated: 2021/12/16

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1H-indazole-7-carboxylic acid Chemical Properties,Usage,Production

Uses

1H-indazole-7-carboxylic Acid is an inhibitor of nitric oxide synthases.

Preparation

Synthesis of 1H-indazole-7-carboxylic acid, H2L4: To 60 mL anhydrous toluene under a nitrogen atmosphere was added methyl-2-amino-3-methylbenzoate (1.8 g, 11 mmol) and KOAc (560 mg, 5.7 mmol), and the mixture heated to reflux, at which time acetic anhydride (3.2 mL, 34 mmol) was added and the mixture stirred at reflux for 10 min. Isoamyl nitrite (2.3 mL, 18 mmol) was added over 30 min and the mixture refluxed overnight. On cooling, the mixture was filtered and evaporated to dryness to give 1.6 g of a pale brown solid, which analysed for methyl 1H-indazole-7-carboxylate. This material was taken up in 40 mL THF, added to a solution of LiOH (5 g, 210 mmol) in 40 mL water, and heated at reflux for 48 h. On cooling, the mixture was concentrated on a rotary evaporator and the resulting aqueous phase filtered and adjusted to pH 4 with dilute HCl, to precipitate the product, which was filtered, washed with water and dried under vacuum. Yield 810 mg, 45%; mp 218–222 °C (decomp);
δH (500 MHz, d6-DMSO): 7.23 (t, 1H, J = 7.5 Hz, H4 ), 7.97 (dd, 1H, J = 7.5, 1.0 Hz, H3 ), 8.06 (dd, 1H, J = 7.8, 0.8 Hz, H5 ), 8.21 (s, 1H, H2 ), 13.1 (br s, 2H, H1 & H6 ); δc (125 MHz, d6-DMSO): 113.7, 120.1, 124.6, 126.5, 129.0, 134.3, 138.0, 167.0; HRMS-ESI m/z: found: 163.0503; C8H7N2O2 requires: 163.0502 [M + H+ ]; ˉνmax/cm?1 (KBr): 3316 s br, 1700 s, 1619 m, 1592 m, 1509 m, 1285 s, 1201 m, 1145 m, 1078 m, 1056 w, 943 m, 858 s, 745 s, 638 m, 601 m.

Synthesis

755752-82-0

677304-69-7

General procedure for the synthesis of 7-carboxy-1H-indazole from 1H-indazole-7-carboxylic acid methyl ester: 1H-indazole-7-carboxylic acid methyl ester (8.30 g, 33.0 mmol) was dissolved in methanol (100 mL) at 0 °C, followed by the addition of 29% aqueous potassium hydroxide solution (20 mL). The reaction mixture was gradually warmed to room temperature and stirred for 18 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted to 5.5 with concentrated hydrochloric acid and the volatile solvent was subsequently removed under reduced pressure. The residue was extracted by partitioning with brine (100 mL) and ethyl acetate (200 mL), and the aqueous layer was further extracted with warmed ethyl acetate (200 mL). All organic phases were combined, dried over anhydrous sodium sulfate and concentrated. The residue was ground with ethyl acetate (30 mL) and isolated by filtration to give the solid product 7-carboxy-1H-indazole in a yield of 5.86 g and 94% yield.

References

[1] Patent: WO2004/29050, 2004, A1. Location in patent: Page 64;65
[2] Patent: WO2008/65508, 2008, A1. Location in patent: Page/Page column 27-28

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Hebei Chuanghai Biotechnology Co., Ltd

Product: 1H-indazole-7-carboxylic acid 677304-69-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-05

Shaanxi Dideu New Materials Co. Ltd

Product: 1H-indazole-7-carboxylic acid 677304-69-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2024-11-06

Nanjing Fred Technology Co., Ltd

Product: 1H-Indazole-7-carboxylic aid 677304-69-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-25

677304-69-7, 1H-indazole-7-carboxylic acidRelated Search:

1-[2,4-DICHLOROBENZYL]-1H-INDAZOLE-3-CARBOXYLIC ACID 1H-indazole-7-carboxylic acid 5-AMINO-1H-INDAZOLE-7-CARBOXYLIC ACID METHYL ESTER INDAZOLE-5-CARBOXYLIC ACID METHYL ESTER 1H-Indazole-3-carboxylic acid, 6-bromo- 5-Amino-1H-indazole-3-carboxylic acid methyl ester,1H-Indazole-3-carboxylic acid, 5-amino-, methyl ester Indazole 5-NITRO-1H-INDAZOLE-7-CARBOXYLIC ACID 3-FORMYL-7-INDAZOLE CARBOXYLIC ACID METHYL ESTER 5-AMINO-1H-INDAZOLE-7-CARBOXYLIC ACID 5-NITRO-1H-INDAZOLE-7-CARBOXYLIC ACID METHYL ESTER 6-AMINO-1H-INDAZOLE-7-CARBOXYLIC ACID 5-BROMO-7-INDAZOLECARBOXYLIC ACID METHYL ESTER 7-METHOXYCARBONYL-1H-INDAZOLE-3-CARBOXYLIC ACID 1H-INDAZOLE-7-CARBOXYLIC ACID ETHYL 1H-INDAZOLE-7-CARBOXYLATE 1-METHYL-1H-INDAZOLE-6-CARBOXYLIC ACID 7-ethyl-1H-indazole-3-carboxylic acid

7-INDAZOLE CARBOXYLLIC ACID

1H-INDAZOLE-7-CARBOXYLIC ACID

7-INDAZOLE CARBOXYLIC ACID

7-Carboxy-1H-indazole

7-(1H)Indazole carboxylic acid

1H-Indazol-7-carboxylic acid

Niraparib Intermediate4

CgH6N2O2

1H-Indazole-7-carboxylic aid

1<i>H</i>-Indazole-7-carboxylic acid

677304-69-7

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