(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL
- Product Name
- (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL
- CAS No.
- 588-36-3
- Chemical Name
- (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL
- Synonyms
- Methioprim;(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)ME...;4-AMINO-2-(METHYLTHIO)-5-PYRIMIDINEMETHANOL;4-Amino-2-(methylthio)-5-pyrimidinyl]methanol;5-Pyrimidinemethanol, 4-amino-2-(methylthio)-;4-AMINO-2-METHYLMERCAPTO-PYRIMIDINE-4-CARBINOL;(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL;4-AMINO-5-HYDROXYMETHYL-2-(METHYLTHIO)PYRIMIDINE;(4-AMINO-2-METHYLSULFANYL-PYRIMIDIN-5-YL)-METHANOL;(4-azanyl-2-methylsulfanyl-pyrimidin-5-yl)methanol
- CBNumber
- CB3387753
- Molecular Formula
- C6H9N3OS
- Formula Weight
- 171.22
- MOL File
- 588-36-3.mol
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL Property
- Melting point:
- 126-127°
- Boiling point:
- 408.6±30.0 °C(Predicted)
- Density
- 1.38±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 13.08±0.10(Predicted)
- color
- Off-White to Pale Yellow
Safety
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- M260520
- Product name
- Methioprim
- Packaging
- 25mg
- Price
- $315
- Updated
- 2021/12/16
- Product number
- M260520
- Product name
- Methioprim
- Packaging
- 100mg
- Price
- $1110
- Updated
- 2021/12/16
- Product number
- 8H66-1-6F
- Product name
- [4-Amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $190
- Updated
- 2021/12/16
- Product number
- X6079
- Product name
- (4-Amino-2-(methylthio)pyrimidin-5-yl)methanol
- Packaging
- 5g
- Price
- $464
- Updated
- 2021/12/16
- Product number
- 8H66-1-6F
- Product name
- [4-Amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $490
- Updated
- 2021/12/16
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL Chemical Properties,Usage,Production
Chemical Properties
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL is white cryst powder
Uses
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL is an intermediate used in the synthesis of Thiamine (T344185). Also, used for the preparation of pyridopyrimidines and naphthyridines as inhibitors of Akt kinase for the treatment of cancer.
Uses
Tumor antagonist in mice.
Synthesis
776-53-4
588-36-3
General procedure for the synthesis of 2-(methylthio)-4-aminopyrimidine-5-carboxylic acid from ethyl 2-(methylthio)-4-aminopyrimidine-5-carboxylate: ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate (72.3 g, 339 mmol) was dissolved in tetrahydrofuran (THF, 900 mL) and the solution was cooled to 0 °C. A solution of LiAlH4 (2 M in THF, 195 mL, 390 mmol) was added slowly and dropwise over 1 hour. The reaction mixture was kept stirred at 0 °C for 2 h, then allowed to warm slowly to room temperature and continued stirring overnight. Upon completion of the reaction, the mixture was again cooled to 0 °C and water (15 mL), 20% aqueous potassium hydroxide solution (15 mL) and water (30 mL) were carefully added in turn to quench the reaction. The resulting mixture was stirred for 1 hour. Subsequently, it was dried with anhydrous magnesium sulfate (MgSO4), filtered, and the filtrate was concentrated under reduced pressure and finally dried under vacuum to afford the target product 2-methylthio-4-aminopyrimidine-5-methanol (55.85 g, 96% yield). Mass spectrometry (MS) analysis showed m/z: 172.1 ([M + H]+).
References
[1] Journal of Medicinal Chemistry, 2005, vol. 48, # 7, p. 2371 - 2387
[2] Patent: WO2013/134243, 2013, A1. Location in patent: Page/Page column 16
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
[4] Patent: WO2014/151682, 2014, A1. Location in patent: Page/Page column 57; 58
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 3, p. 578 - 599
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL manufacturers
- Product
- (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL 588-36-3
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-13
- Product
- (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL 588-36-3
- Price
- US $8.80/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 100kg
- Release date
- 2019-08-08