Cannabis Compound Database: Showing Compound Card for Indazole (CDB005506)

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Record Information

Version

1.0

Created at

2020-04-27 16:27:23 UTC

Updated at

2021-01-04 20:37:45 UTC

CannabisDB ID

CDB005506

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Indazole

Description

Indazole or 1H-indazole or Isoindazole, (also known as 2-Azaindole 1,2-Diazaindene or 1H-benzopyrazole) belongs to the class of organic compounds known as indazloes. Indazoles are compounds containing an indazole moiety which consists of a pyrazole ring fused to a benzene. Pyrazole is a five-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 2) and three carbon atoms. Indazole is a very weak acid (based on its pKa). Indazole derivatives display a broad variety of biological activities. The indazole ring system is a widely used and highly effective pharmacophore in medicinal chemistry as well as the core of important nitrogen-containing heterocycles that show a broad range of biological activities. Indazole are used as templates for nitric oxide synthase and HIV protease inhibitors, as well as anti-inflammatory), antitumor and anticancer agents. Indazole is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Diazaindene	ChEBI
1H-Benzopyrazole	ChEBI
2-Azaindole	ChEBI
Indazoles	MeSH
Indazole	ChEBI

Chemical Formula

C₇H₆N₂

Average Molecular Weight

118.14

Monoisotopic Molecular Weight

118.0531

IUPAC Name

1H-indazole

Traditional Name

indazole

CAS Registry Number

271-44-3

SMILES

N1N=CC2=CC=CC=C12

InChI Identifier

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

InChI Key

BAXOFTOLAUCFNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indazoles. Indazoles are compounds containing an indazole, which is structurally characterized by a pyrazole fused to a benzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrazoles

Sub Class

Indazoles

Direct Parent

Indazoles

Alternative Parents

Substituents

Indazole
Benzopyrazole
Benzenoid
Heteroaromatic compound
Pyrazole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indazole (CHEBI:36669 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	147 to 149 °C	Wikipedia
Boiling Point	270 °C	Wikipedia
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.61	ALOGPS
logP	1.3	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	1.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.68 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	36.07 m³·mol⁻¹	ChemAxon
Polarizability	12.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Indazole, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Indazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014l-6900000000-840cf39610cb7efed765	Spectrum
Predicted GC-MS	Indazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 8V, positive	splash10-014i-0900000000-0e96121a7702fe31ffcf	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0900000000-be1eed7ebe72f55b7f36	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0900000000-0e96121a7702fe31ffcf	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-014i-2900000000-0542e6e94699d280ca7f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-014i-5900000000-a17f59a79cd58dee212f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 65V, Positive	splash10-0006-9000000000-f7f22c1a9159311890b3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014i-0900000000-c06883043e4d5e3efaeb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014i-0900000000-9bd7289654daa5c20722	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 105V, Positive	splash10-014l-9700000000-8bbf3e2a1264585fc8e9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 120V, Positive	splash10-014l-9400000000-ebf3fa8b1c4a13175761	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-014i-0900000000-617c630f2de78c87d130	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 180V, Positive	splash10-014i-9000000000-259ece698da0358837fb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0006-9000000000-79ff95be504a5efad264	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 150V, Positive	splash10-014l-9100000000-d37b68ad65249486c4f2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0006-9000000000-a24b21c2b33cce56e2e9	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-b264926dd01c80902ad8	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-b264926dd01c80902ad8	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0900000000-b264926dd01c80902ad8	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-6e1aa709126082eacb98	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-6e1aa709126082eacb98	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1900000000-6fec175f6e68c590f13c	2021-10-12	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0244884

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Indazole

METLIN ID

Not Available

PubChem Compound

9221

PDB ID

Not Available

ChEBI ID

36669

References

General References

Not Available

Showing Compound Card for Indazole (CDB005506)

Structure for CDB005506 (Indazole)