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[ CAS No. 18063-02-0 ] {[proInfo.proName]}

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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 18063-02-0
Chemical Structure| 18063-02-0
Structure of 18063-02-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 18063-02-0 ]

CAS No. :18063-02-0 MDL No. :MFCD00000659
Formula : C7H3ClF2O Boiling Point : -
Linear Structure Formula :- InChI Key :QRHUZEVERIHEPT-UHFFFAOYSA-N
M.W : 176.55 Pubchem ID :87438
Synonyms :

Calculated chemistry of [ 18063-02-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 36.54
TPSA : 17.07 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) : -5.55 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.7
Log Po/w (XLOGP3) : 2.57
Log Po/w (WLOGP) : 3.18
Log Po/w (MLOGP) : 2.9
Log Po/w (SILICOS-IT) : 3.18
Consensus Log Po/w : 2.71

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.89
Solubility : 0.227 mg/ml ; 0.00128 mol/l
Class : Soluble
Log S (Ali) : -2.58
Solubility : 0.468 mg/ml ; 0.00265 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.52
Solubility : 0.0536 mg/ml ; 0.000303 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.28

Safety of [ 18063-02-0 ]

Signal Word:Danger Class:8,3
Precautionary Statements:P280-P305+P351+P338-P310 UN#:2920
Hazard Statements:H225-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 18063-02-0 ]

* 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 [ 18063-02-0 ]
  • Downstream synthetic route of [ 18063-02-0 ]

[ 18063-02-0 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 67-56-1 ]
  • [ 18063-02-0 ]
  • [ 13671-00-6 ]
  • [ 385-00-2 ]
Reference: [1] Journal of Physical Organic Chemistry, 2012, vol. 25, # 3, p. 267 - 270
  • 2
  • [ 67-56-1 ]
  • [ 18063-02-0 ]
  • [ 13671-00-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1968, vol. 11, # 4, p. 814 - 819
[2] Journal of Physical Organic Chemistry, 2012, vol. 25, # 3, p. 267 - 270
  • 3
  • [ 18063-02-0 ]
  • [ 28910-83-0 ]
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 27, p. 6598 - 6603
  • 4
  • [ 18063-02-0 ]
  • [ 105-53-3 ]
  • [ 13670-99-0 ]
YieldReaction ConditionsOperation in experiment
100%
Stage #1: With triethylamine; magnesium chloride In ethyl acetate at 20℃; for 1 h;
Stage #2: at 0 - 20℃; for 3.25 h;
Magnesium chloride (1.65 g, 17.3 mmol) was added to a solution of diethyl malonate (1.24 g, 7.7 mmol) in ethyl acetate (20 mL) and the slurry was stirred at ambient temperature for 30 minutes. Triethylamine (2.35 mL, 16.7 mmol) was added and the slurry was stirred for another 30 minutes. The slurry was cooled to 0 °C and a solution of 2,6-difluorobenzoyl chloride (1.0 g, 5.6 mmol) in ethyl acetate (5 mL) was added dropwise over 15 minutes maintaining the internal temperature below 5 °C. At the end of the addition the reaction was allowed to warm to ambient temperature and stirred for approximately 3 hours. The slurry was then treated with IN hydrochloric acid (50 mL) and extracted with ethyl acetate (100 mL). The organic phase was separated, dried over MgS04, and filtered. The filtrate was concentrated under reduced pressure yielding a colorless oil (1.97 g) containing the intermediate. The oil was dissolved in acetonitrile (25 mL) and water (2 mL) was added. The solution was transferred to a pressure reactor and sealed. The intermediate solution was stirred and heated to 150 °C for 1 hour. The reaction mixture was cooled to ambient temperature and the residual pressure released. HPLC wtpercent analysis of the solution indicated a 2,6-difluroacetophenone yield of 874 mg (100 percent).
Reference: [1] Patent: WO2013/85686, 2013, A1, . Location in patent: Page/Page column 22
  • 5
  • [ 6148-64-7 ]
  • [ 18063-02-0 ]
  • [ 13670-99-0 ]
YieldReaction ConditionsOperation in experiment
99%
Stage #1: With triethylamine; magnesium chloride In tetrahydrofuran; ethyl acetate at 0 - 50℃;
Stage #2: at 0 - 20℃; for 19.9167 h;
EXAMPLE 5 Preparation of 2,6-Difluoroacetophenone Using Ethyl Malonate, Potassium Salt Ethyl malonate, potassium salt (13.4 g, 77 mmol), magnesium chloride (16.5 g, 173 mmol), ethyl acetate (40 mL) and tetrahydrofuran (60 mL) were combined and stirred for 30 minutes at ambient temperature. The reaction mixture was cooled to 0 °C and triethylamine (23.5 mL, 167 mmol) was added. The reaction slurry was heated to 50 °C and held for 1 hour, then cooled back to 0 °C. A solution of 2,6-difluorobenzoyl chloride (10.0 g, 56 mmol) in ethyl acetate (25 mL) was added slowly to the slurry over 55 min maintaining the internal temperature below 2 °C. At the end of the addition the reaction was allowed to warm to ambient temperature and stirred for 19 hours. The reaction was cooled to 0 °C and treated with IN hydrochloric acid (200 mL). The clear biphasic mixture was allowed to return to ambient temperature and additional ethyl acetate (100 mL) was added. The phases allowed to separate and the organic phase was dried over MgS04, filtered and the filtrate concentrated under reduced pressure, yielding a yellow oil residue (15.46 g) containing the intermediate. The oil was dissolved in acetonitrile (100 mL) and water (5 mL) and transferred to a pressure reactor with a condenser and backpressure regulator. The reaction mixture was sealed in the pressure reactor, stirred and heated to 150 °C for 1 hour. The reaction was cooled to ambient temperature and the residual pressure was released. HPLC wtpercent analysis of the reaction solution indicated a 2,6-difluoroacetophenone yield of 8.60 g (99 percent).
Reference: [1] Patent: WO2013/85686, 2013, A1, . Location in patent: Page/Page column 23
  • 6
  • [ 18063-02-0 ]
  • [ 18063-03-1 ]
Reference: [1] Journal of Medicinal Chemistry, 1968, vol. 11, # 4, p. 814 - 819
[2] Russian Journal of Organic Chemistry, 1998, vol. 34, # 2, p. 202 - 204
[3] Molecules, 2010, vol. 15, # 6, p. 4267 - 4282
[4] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 5, p. 3037 - 3042
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 10, p. 2544 - 2546
[6] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3263 - 3270
[7] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 16, p. 4127 - 4132
  • 7
  • [ 18063-02-0 ]
  • [ 19064-14-3 ]
Reference: [1] Patent: US5380719, 1995, A,
  • 8
  • [ 64-17-5 ]
  • [ 18063-02-0 ]
  • [ 19064-14-3 ]
Reference: [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 16, p. 2335 - 2342
[2] Journal of Medicinal Chemistry, 1968, vol. 11, # 4, p. 814 - 819
[3] Journal of Physical Organic Chemistry, 2012, vol. 25, # 3, p. 267 - 270
  • 9
  • [ 64-17-5 ]
  • [ 18063-02-0 ]
  • [ 19064-14-3 ]
  • [ 385-00-2 ]
Reference: [1] Journal of Physical Organic Chemistry, 2012, vol. 25, # 3, p. 267 - 270
  • 10
  • [ 64-17-5 ]
  • [ 75-89-8 ]
  • [ 18063-02-0 ]
  • [ 19064-14-3 ]
Reference: [1] Journal of Physical Organic Chemistry, 2012, vol. 25, # 3, p. 267 - 270
  • 11
  • [ 18063-02-0 ]
  • [ 150368-37-9 ]
Reference: [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 16, p. 2335 - 2342
  • 12
  • [ 443799-31-3 ]
  • [ 18063-02-0 ]
  • [ 443797-96-4 ]
Reference: [1] Journal of Medicinal Chemistry, 2005, vol. 48, # 13, p. 4208 - 4211
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 24, p. 7454 - 7457
  • 13
  • [ 18063-02-0 ]
  • [ 869365-97-9 ]
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 27, p. 6598 - 6603
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