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Indazole 271-44-3

Indazole 271-44-3

CAS No.: 271-44-3

Indazole, also known as isoindazole, is a heterocyclic aromatic organic/chemical reagent. Its analogues exhibit a wide r
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Indazole, also known as isoindazole, is a heterocyclic aromatic organic/chemical reagent. Its analogues exhibit a wide range of bioactivities such as anti-inflammatory, antibacterial, anti-AIDS, antiarrhythmic, antifungal, and antitumor activities. Indazole and its analogues may be utilized in the research of cancer, neurological diseases, cardiovascular diseases, and gastrointestinal diseases.

Physicochemical Properties


Molecular Formula C7H6N2
Molecular Weight 118.14
Exact Mass 118.053
CAS # 271-44-3
PubChem CID 9221
Appearance Light brown to yellow solid powder
Density 1.2±0.1 g/cm3
Boiling Point 270.0±9.0 °C at 760 mmHg
Melting Point 145-148 °C(lit.)
Flash Point 128.5±11.7 °C
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.697
LogP 1.82
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 1
Rotatable Bond Count 0
Heavy Atom Count 9
Complexity 103
Defined Atom Stereocenter Count 0
InChi Key BAXOFTOLAUCFNW-UHFFFAOYSA-N
InChi Code

InChI=1S/C7H6N2/c1-2-4-7-6(3-1)5-8-9-7/h1-5H,(H,8,9)
Chemical Name

1H-indazole
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Axitinib (HY-10065), Lonidamine (HY-B0486), and Pazopanib (HY-10208) are examples of indazole-based agents that have been used in cancer research and show promise as useful building blocks for the creation of new anticancer drugs. In addition, indazole compounds themselves may have anticancer properties[1]. Because indazoles inhibit kinase and monoamine oxidase (MAO) enzymes such as leucinerich repeat kinase enzyme 2 (LRRK2) and glycogen synthase kinase 3 (GSK3), they have demonstrated strong effects against neurological disorders[2]. Several natural and synthetic indazole derivatives, including as SCH772984 (HY-50846), Zanubrutinib (HY-101474A), Nigellicine, Nigellamine, and Nigellidine, have demonstrated notable efficacy in treating a range of gastrointestinal disorders[4].
References

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

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

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

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

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

Additional Infomation 1H-indazole is an indazole. It is a tautomer of a 2H-indazole.
A group of heterocyclic aromatic organic compounds consisting of the fusion of BENZENE and PYRAZOLES.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 8.4645 mL 42.3227 mL 84.6453 mL
5 mM 1.6929 mL 8.4645 mL 16.9291 mL
10 mM 0.8465 mL 4.2323 mL 8.4645 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.