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[ CAS No. 1194-74-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1194-74-7
Chemical Structure| 1194-74-7
Chemical Structure| 1194-74-7
Structure of 1194-74-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1194-74-7 ]

CAS No. :1194-74-7 MDL No. :MFCD02685061
Formula : C6H8N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :PLDSMEIYCNSPIC-UHFFFAOYSA-N
M.W :140.14 Pubchem ID :237015
Synonyms :

Calculated chemistry of [ 1194-74-7 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 0
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 36.01
TPSA : 66.24 Ų

Pharmacokinetics

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) : -6.5 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.54
Log Po/w (XLOGP3) : 0.92
Log Po/w (WLOGP) : 0.5
Log Po/w (MLOGP) : -0.11
Log Po/w (SILICOS-IT) : 0.81
Consensus Log Po/w : 0.73

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.73
Solubility : 2.59 mg/ml ; 0.0185 mol/l
Class : Very soluble
Log S (Ali) : -1.9
Solubility : 1.78 mg/ml ; 0.0127 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.25
Solubility : 7.88 mg/ml ; 0.0562 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.69

Safety of [ 1194-74-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1194-74-7 ]

* 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.

  • Upstream synthesis route of [ 1194-74-7 ]
  • Downstream synthetic route of [ 1194-74-7 ]

[ 1194-74-7 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 1194-74-7 ]
  • [ 1780-33-2 ]
YieldReaction ConditionsOperation in experiment
81% for 8 h; Heating / reflux A mixture of 3.3 g (23.5 mmoles) of 2,5-dimethyl-4,6-dihydroxy-pyrimidine and 15 ml of phosphorus oxychloride, is taken to reflux for 8 hours.
After returning to ambient temperature, the reaction medium is poured slowly into a mixture of ice and water.
This aqueous phase is extracted with ethyl acetate.
The organic phase is washed with a saturated solution of sodium bicarbonate then dried over magnesium sulphate and evaporated to dryness under reduced pressure (2 kPa).
3.39 g (Yield=81percent) of expected product is obtained.
TLC: Rf=0.9 (Silicagel, eluent: ethyl acetate 100percent)
1H-NMR (CDCl3): δ 2.46 (s, 3H, Cl-CH=C-); 2.68 (s, 3H, N=C-CH3)
MS: 177/179 (MH+).
Reference: [1] Patent: US2006/52398, 2006, A1, . Location in patent: Page/Page column 75
[2] Patent: WO2005/95357, 2005, A2, . Location in patent: Page/Page column 173
[3] Patent: US4617393, 1986, A,
[4] Patent: WO2011/150156, 2011, A2, . Location in patent: Page/Page column 124
[5] Patent: US2008/58348, 2008, A1, . Location in patent: Page/Page column 14
  • 2
  • [ 1194-74-7 ]
  • [ 18260-92-9 ]
Reference: [1] Patent: WO2011/150156, 2011, A2,
  • 3
  • [ 609-08-5 ]
  • [ 1194-74-7 ]
YieldReaction ConditionsOperation in experiment
49%
Stage #1: With sodium methylate In methanol at 0 - 20℃; for 0.333333 h;
Stage #2: for 3 h;
Stage #3: With acetic acid In water
Example 41
Synthesis of 2,5-dimethyl-4,6-dihydroxy-pyrimidine
A single-necked flask containing 40 ml of methanol, placed under a nitrogen atmosphere, is cooled down to 0° C. with an ice bath, 9.72 g of sodium methylate (i.e. a solution of concentration c=3 mol.l-) is added to the reaction mixture then 5 g (53 mmoles) of acetamidine hydrochloride is added at 0° C. and in small quantities.
Stirring is maintained at ambient temperature for about twenty minutes, then 8.3 ml of diethyl methylmalonate is added dropwise.
Stirring is maintained for 3 hours.
Then the methanol is condensed under reduced pressure (2 kPa).
The crude product obtained is taken up in a minimum amount of water, followed by cooling down to 0° C. then acidifying with pure acetic acid to a pH of between 4 and 5.
The white precipitate formed is filtered and rinsed with water, ethyl ether and pentane.
Then the white product is dried over P2O5 under reduced pressure (0.2 kPa).
3.3 g (Yield=49percent) of expected product is obtained.
TLC: Rf=0.2 (Silicagel, eluent: dichloromethane-methanol-water-acetic acid 85-15-2-2).1H-NMR (DMSOd6): ? 1.68 (s, 3H, OH-CH?C-CH3); 2.18 (s, 3H, N?C-CH3).
Reference: [1] Patent: US2006/52398, 2006, A1, . Location in patent: Page/Page column 74-75
  • 4
  • [ 124-42-5 ]
  • [ 609-08-5 ]
  • [ 1194-74-7 ]
Reference: [1] Patent: WO2005/95357, 2005, A2, . Location in patent: Page/Page column 173
[2] Patent: US2008/58348, 2008, A1, . Location in patent: Page/Page column 14
  • 5
  • [ 609-02-9 ]
  • [ 124-42-5 ]
  • [ 1194-74-7 ]
Reference: [1] Patent: WO2011/150156, 2011, A2, . Location in patent: Page/Page column 124
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