HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indazole-3-carboxylic acid
INDAPAMIDE · 1H-INDAZOLE-3-CARBOXYLIC ACID · INDAZOLE-3-CARBOXYLIC ACID · 1H-INDAZOL-3-CARBONIC ACID · NSC 520610 · AKOS BB-9978 · 3-CARBOXYINDAZOLE · Indazole - 3 - carbo
Identifiers & Physical Properties
| CAS No. | 4498-67-3 |
|---|---|
| Molecular formula | C8H6N2O2 |
| Average molar mass | 162.15 g/mol |
| Monoisotopic mass | 162.04292743 g/mol |
| SMILES | O=C(O)c1n[nH]c2ccccc12 |
| InChIKey | BHXVYTQDWMQVBI-UHFFFAOYSA-N |
| PubChem CID | 78250 |
| ChEMBL | CHEMBL502057 |
| EC No. | 224-794-5 |
| DTXSID | DTXSID10196347 |
Chemical & Physical Properties
| XLogP | 1.4 |
|---|---|
| Topological polar surface area | 66 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 1 |
| Heavy atoms | 12 |
| Formal charge | 0 |
| Complexity | 195 |
| Melting point | 266-270 °C (dec.) |
| Boiling point | 443.7±18.0 °C(Predicted) |
| Density | 1.506±0.06 g/cm3(Predicted) |
| Storage conditions | Sealed in dry,Room Temperature |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| pKa (acidity coefficient) | 3.03±0.10(Predicted) |
| Physical state | powder |
| Color | beige |
| BRN | 6354 |
| InChI | InChI=1S/C8H6N2O2/c11-8(12)7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H,9,10)(H,11,12) |
| InChIKey | BHXVYTQDWMQVBI-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)C(C(O)=O)=N1 |
| CAS DataBase Reference | 4498-67-3(CAS DataBase Reference) |
| FDA UNII | Z1YOL9C0VN |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H319 |
| GHS precautionary statements | P264-P270-P280-P301+P312-P305+P351+P338-P337+P313 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36-36/37/38 |
| Safety statements (S) | 26-36/37/39-22 |
| Water hazard class (WGK) | 3 |
| Hazard class | IRRITANTAcute Tox. 4 OralEye Irrit. 2 |
| Customs code | 29339900 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Inactive |
Safety & Regulations
| GHS classification | WarningH302 (55.6%): 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 9 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Status: Active Update: 13-12-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/12020 |
| Hazard Classes and Categories | Acute Tox. 4 (55.6%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| Customs code | 29339900 |
| Risk statements (R) | 22-36-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| Safety statements (S) | 26-36/37/39-22 |
| Hazard class | IRRITANTAcute Tox. 4 OralEye Irrit. 2 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H319 |
| REACH registrations | Inactive |
| GHS precautionary statements | P264-P270-P280-P301+P312-P305+P351+P338-P337+P313 |
Applications & Uses
Uses
Indazole-3-carboxylic acid may be used in the synthesis of the following:N-(8-methyl-azabicyclo[3.2.11]oct-3-yl)-1H-indazole-3-carboxamideN-(1- benzyl-4-methylhexahydro-1H-1,4-diazepin-6-yl)-1H-indazole-3-carboxamide1H-indazole-3-carboxamide
Uses
Indazole-3-carboxylic acid is indole derivatives useful in treatment of pain and inflammation
Preparation & Synthesis
Preparation
Indazole-3-carboxylic acids are prepared from the corresponding isatins via the von Auwers method[3].