Temozolomideacid Chemical Properties

Melting point:

166-168°C

Boiling point:

487.7±37.0 °C(Predicted)

Density 

1.97±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

2.88±0.20(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

Safety Information

HS Code 

2933.99.9000

Temozolomideacid Usage And Synthesis

Chemical Properties

White Solid

Uses

A metabolite of Temozolomide (T017775) as antitumor agent.

Synthesis

General procedure: Example 1 Preparation of 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid (EP0252682) 1. 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide (2.577 mmol, 0.5 g) was mixed with concentrated sulfuric acid (4 mL) under stirring conditions. 2. a solution was prepared by dissolving sodium nitrite (9.4 mmol, 0.65 g) in 2.6 mL of water. 3. Slowly add the aqueous sodium nitrite solution dropwise to the above mixture under cooling in an ice bath (keeping the temperature below 15°C). 4. After the dropwise addition, the reaction mixture was stirred at room temperature overnight. 5. 10 g of ice was added to the reaction mixture and cooling was continued in an ice bath for 1 hour. 6. The solid product was collected by filtration. 7. The collected solid product was dried under vacuum to give 0.493 g of 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid. The yield was 98.6%.

References

[1] European Journal of Medicinal Chemistry, 2002, vol. 37, # 4, p. 323 - 332
[2] Patent: EP1798234, 2007, A1. Location in patent: Page/Page column 11
[3] Patent: US2018/79754, 2018, A1. Location in patent: Paragraph 0082; 0101-0102
[4] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 691 - 702
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 25, p. 5458 - 5470

Temozolomideacid(113942-30-6)Related Product Information

• TeMozoloMide Metabolite - MTIC
• 3-Amino-2-(formylamino)-3-iminopropanamide
• Temozolomide
• 5-Amino-4-imidazolecarboxamide
• Cyano temozolomide
• 4-diazo-4H-imidazole-5-carboxamide
• Ulipristal acetate InterMediate
• 1,5-dihydro-4H-imidazo[4,5-d]-1,2,3-triazin-4-one
• 1H-Imidazole-4-carboxamide,5-(methylamino)-(9CI)
• Cyanotemozolomide
• 5-(Amino-1-(N-methyl Carbamoyl)
• 4-diazoimidazole-5-carboxamide