GRANISETRON-D3 Chemical Properties

Melting point:

217-219

Boiling point:

417.4±18.0 °C(Predicted)

Density 

1.35

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.02±0.10(Predicted)

color 

White to Off-White

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36-36/37/38-20/21/22

Safety Statements 

26-36/37/39-22

RIDADR 

2811

Hazard Note 

Harmful

HS Code 

29339900

GRANISETRON-D3 Usage And Synthesis

Chemical Properties

White Solid

Uses

2-Methyl-2H-indazole-3-carboxylic acid can be used as a reagent used to synthesize 5-HT2A and 5-HT3 receptor ligands for use in treating CNS-related disorders.

Synthesis

(Step 1) Synthesis of 2-methyl-2H-indazole-3-carboxylic acid: 2-methyl-2H-indazole-3-carboxylic acid methyl ester (1.59 g, 8.36 mmol) was dissolved in tetrahydrofuran (85 mL), followed by addition of 0.25 N sodium hydroxide solution (50 mL, 12.5 mmol). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water (appropriate amount) was added to the residue, which was then acidified with 1 N hydrochloric acid (50 mL). The precipitate precipitated was collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 2-methyl-2H-indazole-3-carboxylic acid (1.34 g, 91% yield) as a colorless solid.1H-NMR (DMSO-d6) δ: 4.43 (s, 3H), 7.29 (m, 1H), 7.35 (m, 1H), 7.74 (dd, J = 8.1, 1.0 Hz, 1H), 7.98 (d, J = 8.5 Hz, 1H), 13.59 (broad s, 1H).MS (ESI) m/z 177 (M++1).

References

[1] Journal of Medicinal Chemistry, 1987, vol. 30, # 9, p. 1535 - 1537
[2] Patent: EP1346982, 2003, A1
[3] Letters in Organic Chemistry, 2011, vol. 8, # 10, p. 722 - 727
[4] Patent: WO2008/61688, 2008, A1. Location in patent: Page/Page column 21

GRANISETRON-D3(34252-44-3)Related Product Information

• N-METHYL-(1H)INDAZOLE-3-CARBOXYLIC ACID,1-METHYL-1H-INDAZOLE-3-CARBOXYLIC ACID
• Granisetron Hydrochloride
• Granisetron Impurity F
• 1-Methyl-1H-indazole-3-carboxylic Acid Anhydride
• N-[(1R,3r,5S)-9-azabicyclo[3.3.1]non-3-yl]-1-Methyl-1H-indazole-3-carboxaMide hydrochloride
• exo-Granisetron (Granisetron Impurity F)
• Granisetron nitrogen oxide
• Endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane
• GRANISETRON IMPURITY B
• Indazole-3-carboxylic acid
• 5-FLUORO-1-METHYL-1H-INDAZOLE-3-CARBOXYLIC ACID
• 5-METHYL-1H-INDAZOLE-3-CARBOXYLIC ACID
• ethyl 6-(trifluoromethyl)-1H-indazole-3-carboxylate
• Lonidamine
• 2-METHYL-2H-INDAZOLE-3-CARBOXYLIC ACID
• 2-METHYL-2H-INDAZOLE-3-CARBALDEHYDE
• (2-METHYL-2H-INDAZOL-3-YL)METHANOL
• ETHYL 2-METHYL-2H-INDAZOL-3-YL CARBOXYLATE