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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
Molecular Weight:
162.15
MDL Number:
MFCD06804572
MOL File:
677304-69-7.mol
Last updated:2025-07-24 18:13:47
Product description Number Pack Size Price
1H-Indazole-7-carboxylic acid AldrichCPR ANV00147 1G $747
1H-indazole-7-carboxylicAcid H341003 500mg $60
1H-Indazole-7-carboxylicacid 96% C11375 1g $63
1H-Indazole-7-carboxylicacid J57247 10g $75
1H-Indazole-7-carboxylicacid 97% OR60064 5g $87
More product size

1H-indazole-7-carboxylic acid Properties

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)
form Crystalline Powder
pka 3.71±0.10(Predicted)
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
UNSPSC Code 12352106

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
HS Code  29339980
NFPA 704
1
2 0

1H-indazole-7-carboxylic acid price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich ANV00147 1H-Indazole-7-carboxylic acid AldrichCPR 677304-69-7 1G $747 2025-07-31 Buy
TRC H341003 1H-indazole-7-carboxylicAcid 677304-69-7 500mg $60 2021-12-16 Buy
Frontier Specialty Chemicals C11375 1H-Indazole-7-carboxylicacid 96% 677304-69-7 1g $63 2021-12-16 Buy
AK Scientific J57247 1H-Indazole-7-carboxylicacid 677304-69-7 10g $75 2021-12-16 Buy
Apolloscientific OR60064 1H-Indazole-7-carboxylicacid 97% 677304-69-7 5g $87 2021-12-16 Buy
Product number Packaging Price Buy
ANV00147 1G $747 Buy
H341003 500mg $60 Buy
C11375 1g $63 Buy
J57247 10g $75 Buy
OR60064 5g $87 Buy

1H-indazole-7-carboxylic acid Chemical Properties,Uses,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

1H-INDAZOLE-7-CARBOXYLIC ACID

755752-82-0

1H-indazole-7-carboxylic acid

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

952479-65-1
677304-69-7
Synthesis of 1H-indazole-7-carboxylic acid from 7-INDAZOLE CARBOXYLIC ACID METHYL ESTER
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View Lastest Price from 1H-indazole-7-carboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1H-indazole-7-carboxylic acid pictures 2025-07-25 1H-indazole-7-carboxylic acid
677304-69-7
US $0.00-0.00 / KG 1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
1H-indazole-7-carboxylic acid pictures 2025-06-27 1H-indazole-7-carboxylic acid
677304-69-7
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
1H-Indazole-7-carboxylic aid pictures 2024-11-26 1H-Indazole-7-carboxylic aid
677304-69-7
US $0.00-0.00 / kg 1kg 98% 1 ton Nanjing Fred Technology Co., Ltd

1H-indazole-7-carboxylic acid Spectrum

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 677304-69-7 CgH6N2O2 1H-Indazole-7-carboxylic aid 1H-Indazole-7-carboxylic acid 677304-69-7 Amines C8 Chemical Synthesis New Products for Chemical Synthesis Nitrogen Compounds Organic Building Blocks Indazoles Building Blocks Indazole