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[ CAS No. 2134-36-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 2134-36-3
Chemical Structure| 2134-36-3
Chemical Structure| 2134-36-3
Structure of 2134-36-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 2134-36-3 ]

CAS No. :2134-36-3 MDL No. :MFCD08275064
Formula : C8H9ClN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :LXIAVLIGRIDNHQ-UHFFFAOYSA-N
M.W : 200.62 Pubchem ID :12677176
Synonyms :

Calculated chemistry of [ 2134-36-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.38
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 48.09
TPSA : 52.08 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.26 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 1.62
Log Po/w (MLOGP) : 0.8
Log Po/w (SILICOS-IT) : 2.14
Consensus Log Po/w : 1.65

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.35
Solubility : 0.899 mg/ml ; 0.00448 mol/l
Class : Soluble
Log S (Ali) : -2.49
Solubility : 0.646 mg/ml ; 0.00322 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.14
Solubility : 0.145 mg/ml ; 0.000721 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.86

Safety of [ 2134-36-3 ]

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

Application In Synthesis of [ 2134-36-3 ]

* 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 [ 2134-36-3 ]
  • Downstream synthetic route of [ 2134-36-3 ]

[ 2134-36-3 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 2134-36-3 ]
  • [ 73-67-6 ]
Reference: [1] Chemische Berichte, 1953, vol. 86, p. 1404,1406
  • 2
  • [ 2134-36-3 ]
  • [ 5472-46-8 ]
Reference: [1] Chemische Berichte, 1953, vol. 86, p. 1404,1406
[2] Journal of the Chemical Society, 1937, p. 367[3] Journal of the Chemical Society, 1938, p. 28
  • 3
  • [ 53135-24-3 ]
  • [ 2134-36-3 ]
YieldReaction ConditionsOperation in experiment
57.7% for 0.5 h; Reflux ethyl 4-chloro-2-methylpyrimidine-5-carboxylate
Phosphorus oxychloride (50 mL, 23.33 mmol) was added to ethyl 2-methyl-6-oxo-1,6-dihydropyrimidine-5-carboxylate (Intermediate 174, 4.25 g, 23.33 mmol).
The insoluble mixture was refluxed for 30 minutes.
The product was soluble in POCl3 where as the starting material was not.
The excess POCl3 was removed under vacuum.
The mixture was evaporated to dryness and redissolved in EtOAc (100 mL), and washed sequentially with water (75 mL) and saturated brine (75 mL).
The organic layer was dried over MgSO4, filtered and evaporated to afford crude product.
The crude product was purified by flash silica chromatography, elution gradient 10 to 30percent EtOAc in isohexane.
Pure fractions were evaporated to dryness to afford ethyl 4-chloro-2-methylpyrimidine-5-carboxylate (2.70 g, 57.7percent) as a colourless oil.
1H NMR (400.132 MHz, CDCl3) δ 1.42 (3H, t), 2.78 (3H, s), 4.44 (2H, q), 9.05 (1H, s)
m/z (ESI+) (M+H)+=201; HPLC tR=2.17 min.
Reference: [1] Patent: US2009/264401, 2009, A1, . Location in patent: Page/Page column 117-118
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 25, p. 435
[3] Shionogi Kenkyusho Nenpo, 1952, # 2, p. 76,78[4] Chem.Abstr., 1957, p. 10008
[5] Journal of the Chemical Society, 1937, p. 367[6] Journal of the Chemical Society, 1938, p. 28
[7] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 21, p. 6756 - 6761
[8] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 25, p. 435,437
  • 4
  • [ 53135-24-3 ]
  • [ 2134-36-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1645 - 1648
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 22, p. 5771 - 5780
  • 5
  • [ 87-13-8 ]
  • [ 2134-36-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1645 - 1648
[2] Journal of the Chemical Society, 1937, p. 367[3] Journal of the Chemical Society, 1938, p. 28
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 21, p. 6756 - 6761
[5] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 22, p. 5771 - 5780
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