Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 26305-13-5 | MDL No. : | MFCD00010708 |
Formula : | C6H8N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PZVLJGKJIMBYNP-UHFFFAOYSA-N |
M.W : | 140.14 | Pubchem ID : | 96031 |
Synonyms : |
|
Num. heavy atoms : | 10 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.33 |
Num. rotatable bonds : | 0 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 37.62 |
TPSA : | 65.72 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -7.32 cm/s |
Log Po/w (iLOGP) : | 1.03 |
Log Po/w (XLOGP3) : | -0.23 |
Log Po/w (WLOGP) : | -0.32 |
Log Po/w (MLOGP) : | -0.01 |
Log Po/w (SILICOS-IT) : | 2.06 |
Consensus Log Po/w : | 0.5 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.01 |
Solubility : | 13.8 mg/ml ; 0.0982 mol/l |
Class : | Very soluble |
Log S (Ali) : | -0.69 |
Solubility : | 28.4 mg/ml ; 0.203 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.21 |
Solubility : | 0.856 mg/ml ; 0.00611 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.7 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | for 4 h; Reflux | 5,6-Dimethyl-1H-pyrimidin-2,4-dione (2.5 g, 17.8 mmol) was dissolved in 12 mL of phophorus oxychloride, andthe mixture was stirred for 4 hours under reflux. The reaction solution was cooled to at room temperature and added tocold water. The formed precipitate was dried to obtain the title compound (3.08 g, 98 percent).1H-NMR (DMSO-d6) δ 2.51 (3H, s), 2.30 (3H, s) |
87% | With trichlorophosphate In N,N-dimethyl-formamide at 110℃; for 23 h; | 2,4-Dichloro-5,6-dimethylpyrimidine (RJ1-008) (WO2013/123401): A mixture of RJ1-006 (4.00 g, 28.5 mmol), phosphorus(V) oxychloride (60 mL, 0.642 mol), and dimethylformamide (0.08 mL, 1.03 mmol) was heated to reflux at 110 °C for 23 hours. The reaction mixture was then cooled to ambient temperature and evaporated. Toluene (80 mL) was added to the residue and the resulting mixture was concentrated. Cold water with ice (160 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 60 mL). The combined organic layers were washed with brine (2 x 150 mL), dried over sodium sulfate, filtered, and concentrated to provide RJ1-008 as a pale yellow solid (4.37 g, 87percent). m.p. = 68-70 °C. XH NMR (400 MHz, CDCb) δ 2.55 (s, 3H), 2.34 (s, 3H). LRMS (ESI+) m/z 177.1 |
87% | at 110℃; for 23 h; | A mixture of RJ1-006 (4.00 g, 28.5 mmol), phosphorus(V) oxychloride (60 mL, 0.642 mol), and dimethylformamide (0.08 mL, 1.03 mmol) was heated to reflux at 110 °C for 23 hours. The reaction mixture was then cooled to ambient temperature and evaporated. Toluene (80 mL) was added to the residue and the resulting mixture was concentrated. Cold water with ice (160 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 60 mL). The combined organic layers were washed with brine (2 x 150 mL), dried over sodium sulfate, filtered, and concentrated to provide RJ1- 008 as a pale yellow solid (4.37 g, 87percent). m.p. = 68-70 °C. NMR (400 MHz, CDCb) δ 2.55 (s, 3H), 2.34 (s, 3H). LRMS (ESI+) m/z 177.1 (MC135C135+H)+, 179.0 (MC135C137+H)+, 181.0 (MC137C137+H)+. |
73% | Reflux; Inert atmosphere | To a stirred solution of 5,6-dimethylpyrimidine-2,4(l f,3H)-dione (10.3 g, 0.07 mol, Step B) in phosphorus(V) oxychloride (150 mL) was added dimethylformamide (0.2 ml). The resulting mixture was refluxed overnight under argon and cooled down to ambient temperature. The resulting mixture was evaporated. Toluene (200 mL) was added to the residue. The resulting mixture was concentrated. Cold water with ice (400 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 150 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel, eluting with ethyl acetate/hexane mixture (1 :2-l : 1) to yield 9.5 g (73percent) of the titled compound. H NMR (400 MHz, CDC13) δ ppm 2.35 (s, 3H) 2.55 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92.6% | for 6 h; Inert atmosphere | A mixture of 5,6-dimethylpyrimidine- 2,4-diol (10 g, 71.36 mmol) in POCl3 (100 ml) was stirred at 100 °C for 6 h under N2. TLC showed the reaction was complete. The reaction was concentrated in vacuo. The crude product was diluted with DCM (100 mL), aq.NaHCO3 (200 mL) was added to adjust pH=8, separated and extracted with DCM (100 mL x 3). The combined organic layers were dried over Na2SO4, and concentrated in vacuo and purified by column (hexane and ethyl acetate) to afford 2,4-dichloro-5,6-dimethyl-pyrimidine (13 g, 92.6percent) as a white solid. |
64.7% | With trichlorophosphate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; <i>N</i>,<i>N</i>-dimethyl-aniline | Step 1 5,6-Dimethyl-2,4-dichloropyrimidine A mixture solution of 5,6-dimethyl-2,4-dihydroxypyrimidine(72 g, 0.51 mol), phosphorous oxychloride(250 ml) and N,N-dimethylaniline(41 ml) was heated to reflux for 3 hours and cooled to room temperature. The reaction mixture was added to ice water and the resulting solid was filtered and recrystallized from dichloromethane to give 58.5 g of the titled compound. (Yield: 64.7percent) |
60% | With trichlorophosphate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; <i>N</i>,<i>N</i>-dimethyl-aniline | Step 1 5,6-Dimethyl-2,4-dichloropyrimidine A mixture solution of 5,6-dimethyl-2,4-dihydroxy pyrimidine(72 g, 0.51 mol), phosphorus oxychloride(250 ml) and N,N-dimethylaniline(41 ml) was heated to reflux for 3 hours. After cooling to room temperature, the reaction mixture was added slowly to ice water. The resulting solid was filtered and recrystallized from dichloromethane to give 54.3 g of the titled compound. (Yield: 60percent) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | at 125℃; for 3 h; Heating / reflux | Step A: Synthesis of 2,4-dichloro-5,6-dimethyl-pyrimidine. To a suspension of 2,4-dihydroxy-5,6-dimethylpyrimidine (6.2 g, 0.044 mol) in POCl3 (25 mL) was slowly added N,N-dimethylaniline (6.18 mL, 0.049 mol). The mixture was then refluxed at 125 °C for 3 hours. After this time, the starting material completely dissolved indicating that the reaction was completed. The reaction mixture was cooled and then poured slowly onto ice to quench the POCl3 (caution[exothermic]). A precipitate formed, which was filtered and washed with ice-cold water. The precipitate was dried under high vacuum overnight to yield 2,4-dichloro-5,6-dimethyl-pyrimidine (7.2 g, 0.041 mol, 92 percent) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 2.56 (s, 3H), 2.36 (s, 3H). |
[ 65-71-4 ]
5-Methylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.88
[ 59674-85-0 ]
7-Aminoquinazoline-2,4(1H,3H)-dione
Similarity: 0.87
[ 67449-23-4 ]
8-Methylquinazoline-2,4(1H,3H)-dione
Similarity: 0.85
[ 4401-71-2 ]
1,3,5-Trimethylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.82
[ 65-71-4 ]
5-Methylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.88
[ 4401-71-2 ]
1,3,5-Trimethylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.82
[ 626-48-2 ]
6-Methylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.81
[ 4212-49-1 ]
5-Ethylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.81
[ 4869-46-9 ]
1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde
Similarity: 0.79