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[ CAS No. 4659-45-4 ] {[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+
3d Animation Molecule Structure of 4659-45-4
Chemical Structure| 4659-45-4
Chemical Structure| 4659-45-4
Structure of 4659-45-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 4659-45-4 ]

CAS No. :4659-45-4 MDL No. :MFCD00000662
Formula : C7H3Cl3O Boiling Point : -
Linear Structure Formula :- InChI Key :JBLIDPPHFGWTKU-UHFFFAOYSA-N
M.W : 209.46 Pubchem ID :78392
Synonyms :

Calculated chemistry of [ 4659-45-4 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 46.65
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) : -5.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.03
Log Po/w (XLOGP3) : 3.21
Log Po/w (WLOGP) : 3.37
Log Po/w (MLOGP) : 3.2
Log Po/w (SILICOS-IT) : 3.62
Consensus Log Po/w : 3.09

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.5
Solubility : 0.0665 mg/ml ; 0.000317 mol/l
Class : Soluble
Log S (Ali) : -3.24
Solubility : 0.12 mg/ml ; 0.000575 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.2
Solubility : 0.0132 mg/ml ; 0.0000631 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.33

Safety of [ 4659-45-4 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P405-P501 UN#:3265
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 4659-45-4 ]

* 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 [ 4659-45-4 ]
  • Downstream synthetic route of [ 4659-45-4 ]

[ 4659-45-4 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 50-30-6 ]
  • [ 4659-45-4 ]
YieldReaction ConditionsOperation in experiment
70% With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2 h; Inert atmosphere To a solution of 2, 6-dichlorobenzoic acid (0.1 g, 0.52 mmol) in DCM (5 mL) was added DMF (3.83 mg, 52.35 umol) at 0°C under N2, then oxalyl dichloride (0.20 g, 1.57 mmol) was added drop-wise at 0°C and the reaction mixture was stirred at 0 to 20°C for 2 hours. TLC (Petroleum ether: Ethyl acetate = 5:1, Rf= 0.77) showed the starting material was consumed completely. And the solvent was removed to give 2,6- dichlorobenzoyl chloride (0.11 g, 0.37 mmol, 70percent yield) which was used for next step directly. To 28g-int (65 mg, 0.17 mmol, HCl salt) and DIEA (87.3 mg, 0.68 mmol) in DCM (10 mL), was added drop-wise a solution of 2,6-dichlorobenzoyl chloride (88.43 mg, 0.42 mmol) in DCM (5 mL) at 0°C under N2. The reaction mixture was stirred at 0 - 20°C for 16 hrs after which LCMS indicated that 28h-int was present and 28g-int was consumed. The solvent was removed and the residue was purified by prep-HPLC to give pure 28h-int; LCMS (ESI+): m/z 521.3 (M+H)+, RT: 1.1 min.HPLC purification conditions: Gilson 281 semi-preparative HPLC system; Mobile phase: A: TFA/ H2O = 0.075percent v/v; B: ACN (gradient of B: 20percent at T= 0 to 40percent at T = 12 min); Column: YMC-Actus Triart C18150 x 305u; Flow rate: 20 mL/ min; Monitor wavelength: 220 & 254 nm.
Reference: [1] Patent: WO2018/49068, 2018, A1, . Location in patent: Paragraph 0430; 0431
[2] Journal of the American Chemical Society, 1940, vol. 62, p. 1432,1434
[3] Journal of the Chemical Society, 1903, vol. 83, p. 1213
[4] Journal of Medicinal Chemistry, 1991, vol. 34, # 9, p. 2843 - 2852
[5] Journal of Medicinal Chemistry, 1982, vol. 25, # 11, p. 1280 - 1286
[6] Pesticide Science, 1994, vol. 41, # 2, p. 139 - 148
[7] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 2, p. 171 - 175
[8] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 13, p. 3936 - 3940
[9] Molecules, 2010, vol. 15, # 6, p. 4267 - 4282
[10] Tetrahedron Letters, 2011, vol. 52, # 20, p. 2594 - 2596
[11] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 5, p. 3037 - 3042
[12] Journal of Medicinal Chemistry, 2013, vol. 56, # 11, p. 4521 - 4536
[13] Patent: WO2015/8234, 2015, A1, . Location in patent: Page/Page column 35
[14] Journal of Medicinal Chemistry, 2015, vol. 58, # 17, p. 7021 - 7056
[15] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 10, p. 2544 - 2546
[16] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3263 - 3270
[17] Chemical Biology and Drug Design, 2016, p. 664 - 676
[18] Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7745 - 7748
[19] Molecules, 2018, vol. 23, # 9,
  • 2
  • [ 83-38-5 ]
  • [ 4659-45-4 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1939, vol. <2> 152, p. 49,67
  • 3
  • [ 4659-45-4 ]
  • [ 232271-19-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 6, p. 2051 - 2066
  • 4
  • [ 2620-50-0 ]
  • [ 4659-45-4 ]
  • [ 349438-38-6 ]
Reference: [1] Journal of Biological Chemistry, 2010, vol. 285, # 2, p. 943 - 952
  • 5
  • [ 4659-45-4 ]
  • [ 1334411-79-8 ]
Reference: [1] Patent: WO2011/113802, 2011, A2,
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 18, p. 4370 - 4376
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