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1H-Indazole

Names

[ CAS No. ]:
271-44-3

[ Name ]:
1H-Indazole

[Synonym ]:
isoindazole
Indazole
1H-Indazole
indazole-
MFCD00005691
EINECS 205-978-4
1,2-Benzopyrazole
1h-indazol
1,2-Benzodiazole
BENZOPYRAZOLE
Indazol
2-Azaindole
benzodiazole

Biological Activity

[Description]:

Indazole, also called isoindazole, a heterocyclic aromatic organic compound. Its derivatives display a broad variety of biological activities including anti-inflammatory, antibacterial, anti-HIV, antiarrhythmic, antifungal and antitumour properties. Indazole and its derivatives can be used for research of cancer, neurological disorders, cardiovascular diseases, gastrointestinal diseases[1][2][3][4][5].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> GSK-3
Research Areas >> Cancer
Research Areas >> Cardiovascular Disease
Signaling Pathways >> Autophagy >> LRRK2
Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase
Research Areas >> Neurological Disease
Signaling Pathways >> PI3K/Akt/mTOR >> GSK-3

[In Vitro]

Indazole compounds possess potential anticancer activity, and indazole-based agents such as, Axitinib (HY-10065), Lonidamine (HY-B0486) and Pazopanib (HY-10208) have already been used for cancer research, demonstrating indazole compounds as useful templates for the development of novel anticancer agents[1]. Indazoles show potent activities against neurological disorders by inhibiting the monoamine oxidase (MAO) and kinase enzymes like Glycogen synthase kinase 3 (GSK3), and leucinerich repeat kinase enzyme 2 (LRRK2)[2]. Various natural and synthetic indazole derivatives Nigellicine, Nigellamine, Nigellidine, Zanubrutinib (HY-101474A) and SCH772984 (HY-50846) showes prominent results to cure various gastrointestinal disorders[4].

[References]

[1]. Shang C, et al. The Anticancer Activity of Indazole Compounds: A Mini Review. Curr Top Med Chem. 2021;21(5):363-376.

[2]. Pal D, et al. Importance of Indazole against Neurological Disorders. Curr Top Med Chem. 2022;22(14):1136-1151.

[3]. Uppulapu SK, et al. Indazole and its Derivatives in Cardiovascular Diseases: Overview, Current Scenario, and Future Perspectives. Curr Top Med Chem. 2022;22(14):1177-1188.

[4]. Saha S, et al. Indazole Derivatives Effective against Gastrointestinal Diseases. Curr Top Med Chem. 2022;22(14):1189-1214.

[5]. Qin J, et al. Indazole as a Privileged Scaffold: The Derivatives and their Therapeutic Applications. Anticancer Agents Med Chem. 2021;21(7):839-860.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
270.0±9.0 °C at 760 mmHg

[ Melting Point ]:
145-148 °C(lit.)

[ Molecular Formula ]:
C7H6N2

[ Molecular Weight ]:
118.136

[ Flash Point ]:
128.5±11.7 °C

[ Exact Mass ]:
118.053101

[ PSA ]:
28.68000

[ LogP ]:
1.82

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.697

[ Water Solubility ]:
SOLUBLE IN HOT WATER

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NK7745000
CHEMICAL NAME :
1H-Indazole
CAS REGISTRY NUMBER :
271-44-3
LAST UPDATED :
199501
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C7-H6-N2
MOLECULAR WEIGHT :
118.15
WISWESSER LINE NOTATION :
T56 BMNJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
440 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 6,480,1963

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S22-S24/25

[ WGK Germany ]:
3

[ RTECS ]:
NK7745000

[ HS Code ]:
29339990

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%


Related Compounds