CAS 133841-12-0

Phenylmethyl 1-methyl-7-(phenylmethoxy)-1H-indazole-3-carboxylate

Description:

Phenylmethyl 1-methyl-7-(phenylmethoxy)-1H-indazole-3-carboxylate, with the CAS number 133841-12-0, is a synthetic organic compound characterized by its indazole core, which is a five-membered heterocyclic structure containing nitrogen. This compound features a carboxylate functional group, contributing to its potential reactivity and solubility properties. The presence of phenyl and methoxy groups enhances its lipophilicity, which may influence its biological activity and interaction with various biological targets. Typically, compounds of this nature are studied for their pharmacological properties, including potential anti-inflammatory or anticancer activities. The molecular structure suggests that it may exhibit interesting electronic properties due to the conjugation between the aromatic rings and the indazole moiety. Additionally, the compound's stability, solubility, and reactivity can be influenced by environmental factors such as pH and temperature, making it a subject of interest in medicinal chemistry and drug development. Further studies would be necessary to elucidate its specific biological effects and potential applications.

Formula: C₂₃H₂₀N₂O₃

InChI: InChI=1S/C23H20N2O3/c1-25-22-19(13-8-14-20(22)27-15-17-9-4-2-5-10-17)21(24-25)23(26)28-16-18-11-6-3-7-12-18/h2-14H,15-16H2,1H3

InChI key: InChIKey=DDQUTHBMNLJZRS-UHFFFAOYSA-N

SMILES: O(CC1=CC=CC=C1)C2=C3C(C(C(OCC4=CC=CC=C4)=O)=NN3C)=CC=C2

Synonyms:

• Phenylmethyl 1-methyl-7-(phenylmethoxy)-1H-indazole-3-carboxylate
• 1H-Indazole-3-carboxylic acid, 1-methyl-7-(phenylmethoxy)-, phenylmethyl ester

Benzyl 7-(Benzyloxy)-1-methyl-1H-indazole-3-carboxylate

Controlled Product

CAS: 133841-12-0

Applications Benzyl 7-(Benzyloxy)-1-methyl-1H-indazole-3-carboxylate is an intermediate in the synthesis of 7-Hydroxy Granisetron (H942675), a metabolite of Granisetron (G780000), a specific serotonin (5HT3) receptor antagonist. Used as an antiemetic. Granisetron HCl is a serotonin 5-HT3 receptor antagonist used as an antiemetic to treat nausea and vomiting following chemotherapy. Its main effect is to reduce the activity of the vagus nerve. It does not have much effect on vomiting due to motion sickness. This drug does not have any effect on dopamine receptors or muscarinic receptor.
References Bloomer, J., et al.: Brit. J. Clin. Pharmacol., 38, 557 (1994); Vernekar, S.,e t al.: J. Med. Chem., 53, 2324 (2010); Kilpatrick, G.J., et al.: Nature, 330, 746 (1987); Durig, T., et al.: J. Pharm. Sci., 86, 1092 (1997); Yuasa, H., et al.: Chem. Pharm. Bull., 44, 1361 (1996)

Formula: C₂₃H₂₀N₂O₃

Color and Shape: Neat

Molecular weight: 372.42

Ref: TR-B232970