Home Cart 0 Sign in  
X

[ CAS No. 55954-23-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 55954-23-9
Chemical Structure| 55954-23-9
Chemical Structure| 55954-23-9
Structure of 55954-23-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 55954-23-9 ]

Related Doc. of [ 55954-23-9 ]

Alternatived Products of [ 55954-23-9 ]

Product Details of [ 55954-23-9 ]

CAS No. :55954-23-9 MDL No. :MFCD00018381
Formula : C9H8Cl2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :SRCVNBFTEARRJY-UHFFFAOYSA-N
M.W : 219.07 Pubchem ID :2734106
Synonyms :

Calculated chemistry of [ 55954-23-9 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 52.33
TPSA : 26.3 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) : -5.35 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.59
Log Po/w (XLOGP3) : 3.22
Log Po/w (WLOGP) : 2.71
Log Po/w (MLOGP) : 3.11
Log Po/w (SILICOS-IT) : 3.32
Consensus Log Po/w : 2.99

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.37
Solubility : 0.0934 mg/ml ; 0.000426 mol/l
Class : Soluble
Log S (Ali) : -3.44
Solubility : 0.0786 mg/ml ; 0.000359 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.12
Solubility : 0.0167 mg/ml ; 0.0000762 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.82

Safety of [ 55954-23-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 55954-23-9 ]

* 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 [ 55954-23-9 ]
  • Downstream synthetic route of [ 55954-23-9 ]

[ 55954-23-9 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 67-56-1 ]
  • [ 19719-28-9 ]
  • [ 55954-23-9 ]
YieldReaction ConditionsOperation in experiment
95% Reflux To a solution of 2,4-dichlorophenylacetic acid (3.5 g, 17.1 mmol) in MeOH (100 mL) was added concentrated H2SO4 (20 drops). After the reaction mixture was heated at reflux overnight, the solvent was removed in vacuo. The residue was diluted with cold water and extracted with EtOAc. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4, and filtered. The solvent was removed in vacuo, and the crude product was purified by column chromatography with (4:1 hexanes/EtOAc) to give 8 (3.56 g, 95percent) as a clear oil: 1H NMR (DMSO-d6) δ 7.40 (s, 1H), 7.22 (d, J = 1.5 Hz, 2H), 3.74 (s, 2H), 3.71 (s, 3H).
84.1% at 60℃; for 1 h; [0196] 2-(2,4-Dichlorophenyl)acetic acid (1.0 g, 4.9mmol) in MeOH (20 mL) saturated with HCI gas was stirredat 60° C. for 1 hr. After the starting material was consumedcompletely detected by TLC, the solution was concentrated invacuum to get the title compound (0.9 g, 84.1 percent) as yellow oil.
Reference: [1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 13, p. 2843 - 2866
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 245 - 249
[3] Patent: US2016/31892, 2016, A1, . Location in patent: Paragraph 0195-0196
[4] ACS Medicinal Chemistry Letters, 2010, vol. 1, # 4, p. 145 - 149
[5] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 8, p. 2315 - 2321
[6] Comptes Rendus Chimie, 2011, vol. 14, # 12, p. 1071 - 1079
[7] Research on Chemical Intermediates, 2012, vol. 38, # 8, p. 1827 - 1837
[8] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 7, p. 1677 - 1680
[9] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 3, p. 481 - 484
[10] Bioorganic Chemistry, 2015, vol. 60, p. 42 - 48
[11] Journal of the Chinese Chemical Society, 2016, vol. 63, # 12, p. 1015 - 1021
  • 2
  • [ 19719-28-9 ]
  • [ 74-88-4 ]
  • [ 55954-23-9 ]
YieldReaction ConditionsOperation in experiment
100% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 21 h; Reference Example-5
After 2-(2,4-Dichlorophenyl) acetic acid (9.86 g, 48.1 mmol) was dissolved in DMF (50 mL), potassium carbonate (6.65 g, 48.1 mmol) was added thereto, and methyl iodide (21.6 g, 144 mmol) was added thereto, followed by stirring at room temperature for 21 hours.
After the reaction was completed, 2N hydrochloric acid (100 mL) was added to the reaction solution, and the resultant product was extracted with ethyl acetate (50 mL*1, 30 mL*2).
The organic layer was washed with a saturated saline solution (10 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure, whereby a brown oily crude product (15.1 g) was obtained.
This was purified by silica gel column chromatography (hexane:ethyl acetate=5:1), whereby methyl 2-(2,4-dichlorophenyl) acetate (10.7 g, yield: quantitative) was obtained as a colorless oily material. 1H-NMR (400 MHz, CDCl3): δ3.72 (s, 3H), 3.75 (s, 2H), 7.22 (d, J=1.2 Hz, 2H), 7.41 (t, J=1.2 Hz, 1H).
Reference: [1] Patent: US2016/24110, 2016, A1, . Location in patent: Paragraph 0430; 0431
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 55954-23-9 ]

Aryls

Chemical Structure| 53088-68-9

[ 53088-68-9 ]

Methyl (3-Chlorophenyl)acetate

Similarity: 0.96

Chemical Structure| 40061-54-9

[ 40061-54-9 ]

Ethyl 2-(2-chlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 200214-60-4

[ 200214-60-4 ]

Ethyl 2-(3,5-dichlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 52449-43-1

[ 52449-43-1 ]

Methyl 4-chlorophenylacetate

Similarity: 0.94

Chemical Structure| 14062-24-9

[ 14062-24-9 ]

Ethyl 4-chlorophenylacetate

Similarity: 0.90

Chlorides

Chemical Structure| 53088-68-9

[ 53088-68-9 ]

Methyl (3-Chlorophenyl)acetate

Similarity: 0.96

Chemical Structure| 40061-54-9

[ 40061-54-9 ]

Ethyl 2-(2-chlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 200214-60-4

[ 200214-60-4 ]

Ethyl 2-(3,5-dichlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 52449-43-1

[ 52449-43-1 ]

Methyl 4-chlorophenylacetate

Similarity: 0.94

Chemical Structure| 14062-24-9

[ 14062-24-9 ]

Ethyl 4-chlorophenylacetate

Similarity: 0.90

Esters

Chemical Structure| 53088-68-9

[ 53088-68-9 ]

Methyl (3-Chlorophenyl)acetate

Similarity: 0.96

Chemical Structure| 40061-54-9

[ 40061-54-9 ]

Ethyl 2-(2-chlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 200214-60-4

[ 200214-60-4 ]

Ethyl 2-(3,5-dichlorophenyl)acetate

Similarity: 0.94

Chemical Structure| 52449-43-1

[ 52449-43-1 ]

Methyl 4-chlorophenylacetate

Similarity: 0.94

Chemical Structure| 14062-24-9

[ 14062-24-9 ]

Ethyl 4-chlorophenylacetate

Similarity: 0.90