CAS 704-91-6 1H-indazole-6-carboxylic acid (HCID 16227938)

基本情報

CAS: 704-91-6
標準SMILES: O=C(O)c1ccc2cn[nH]c2c1
InChIKey: DNCVTVVLMRHJCJ-UHFFFAOYSA-N
分子式: C8H6N2O2
平均分子量: 162.15 g/mol
単同位体質量: 162.04292743

名称と識別子

優先名称: 1H-indazole-6-carboxylic acid
IUPAC: 1H-indazole-6-carboxylic acid
現地名: 1H-インダゾール-6-カルボン酸
英語名: 1H-indazole-6-carboxylic acid
分子式: C8H6N2O2
分子量: 162.15

名称と別名

1H-Indazole-6-carboxylic acid704-91-6DTXSID30585471RefChem:238414DTXCID80536236676-984-61H-indazole-6-carboxylicacidMFCD06804571INDAZOLE-6-CARBOXYLIC ACID6-carboxyindazole2H-indazole-6-carboxylic acid6-indazolecarboxylic acid

名称をさらに表示

1H-インダゾール-6-カルボン酸6-Carboxy-1H-indazole1H-Indazole-6-carboylic acid1H-Indazol-6-carboxylic acid1-H-indazole-6-carboxyle acid6-(1H)INDAZOLE CARBOXYLIC ACID1H-Indazole-6-carboxylic acid 97%1H-Indazole-6-carboxylic acid, 97%+

CHEMBL4867341SCHEMBL260992SCHEMBL25401469SCHEMBL29365815DNCVTVVLMRHJCJ-UHFFFAOYSA-NBDBM505781001H-Indazole-6-carboxylic acid, 97%AKOS000118108

データベース識別子

CAS: 704-91-6
PubChem CID: 16227938
DTXSID: DTXSID30585471
ChEMBL: CHEMBL4867341
EC Number: 676-984-6
Nikkaji: J3.352.558C

物性

構造計算による物性

XLogP: 1.8
極性表面積: 66 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 1
重原子数: 12
形式電荷: 0
複雑度: 195

物理化学的性質

融点: 302 · 302-307 °C
沸点: 443.7 · 443.7±18.0 °C(Predicted)
比重(密度): 1.506 · 1.506±0.06 g/cm3(Predicted)
貯蔵温度: Sealed in dry,Room Temperature
酸解離定数(Pka): 4.01 · 4.01±0.30(Predicted)
外見: 結晶性粉末
色: 白から薄茶色
InChI: InChI=1S/C8H6N2O2/c11-8(12)5-1-2-6-4-9-10-7(6)3-5/h1-4H,(H,9,10)(H,11,12)
InChIKey: DNCVTVVLMRHJCJ-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC(C(O)=O)=C2)C=N1

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (16.7%)

安全データ

wgk: 3
hs_code: 29339980
hazard_class: IRRITANT
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野

使用1H-Indazole-6-carboxylic Acid is used as a reagent to synthesize azabicyclic aryl amides, which act as α7 nicotinic acetylcholine receptor agonists.

調製方法 · 1 件

製造方法Synthesis of 1H-indazole-6-carboxylic acid, H2L3: MeL3Ac (1.0 g; 4.6 mmol) was dissolved in 40 mL THF, and this solution was added to a 40 mL aqueous solution of lithium hydroxide (5.0 g; 210 mmol). The resulting suspension was heated at reflux with vigorous stirring overnight, after which time the solution was concentrated under vacuum to remove the organic phase. The resulting solution was filtered, adjusted to pH 3 with conc. HCl, to precipitate the product as a pale brown solid, which was filtered, washed with water and dried under vacuum. Yield 315 mg, 43%. mp 292–296 °C (decomp); δH (500 MHz, d6-DMSO): 7.67 (dd, 1H, J = 8.3, 1.0 Hz, H4 ), 7.85 (dd, 1H, J = 8.3, 0.8 Hz, H3 ), 8.15 (s, 1H, H6 ), 8.18 (d, 1H, J = 0.8 Hz, H2 ), 13.24 (br s, 2H, H1 & H5 ); δC (125 MHz, CD3OD): 114.1, 122.0, 122.6, 127.1, 130.6, 135.2, 141.4, 170.4; HRMS-ESI m/z: found: 163.0503; C8H7N2O2 requires: 163.0502 [M + H+ ]; ˉνmax/cm1 (KBr): 3258 br, 2864 br, 2582 br, 1679 s, 1579 m, 1518 m, 1425 m, 1230 s, 1087 m, 954 s, 857 m, 762 m, 693 m.