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[ CAS No. 455-24-3 ] {[proInfo.proName]}

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Chemical Structure| 455-24-3
Chemical Structure| 455-24-3
Structure of 455-24-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 455-24-3 ]

CAS No. :455-24-3 MDL No. :MFCD00002562
Formula : C8H5F3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :SWKPKONEIZGROQ-UHFFFAOYSA-N
M.W : 190.12 Pubchem ID :9966
Synonyms :

Calculated chemistry of [ 455-24-3 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 38.4
TPSA : 37.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.26 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.49
Log Po/w (XLOGP3) : 3.1
Log Po/w (WLOGP) : 3.56
Log Po/w (MLOGP) : 2.67
Log Po/w (SILICOS-IT) : 2.24
Consensus Log Po/w : 2.61

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -3.18
Solubility : 0.125 mg/ml ; 0.000659 mol/l
Class : Soluble
Log S (Ali) : -3.55
Solubility : 0.0534 mg/ml ; 0.000281 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.66
Solubility : 0.416 mg/ml ; 0.00219 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.14

Safety of [ 455-24-3 ]

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 [ 455-24-3 ]

* 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 [ 455-24-3 ]
  • Downstream synthetic route of [ 455-24-3 ]

[ 455-24-3 ] Synthesis Path-Upstream   1~20

  • 1
  • [ 455-24-3 ]
  • [ 402-49-3 ]
Reference: [1] Organic Letters, 2012, vol. 14, # 18, p. 4842 - 4845,4
[2] Journal of the American Chemical Society, 1983, vol. 105, # 5, p. 1221 - 1227
[3] Canadian Journal of Chemistry, 1970, vol. 48, p. 125 - 132
[4] Synthesis (Germany), 2013, vol. 45, # 23, p. 3233 - 3238
  • 2
  • [ 7677-24-9 ]
  • [ 455-24-3 ]
  • [ 2338-75-2 ]
Reference: [1] Synthesis (Germany), 2013, vol. 45, # 23, p. 3233 - 3238
  • 3
  • [ 455-24-3 ]
  • [ 2338-75-2 ]
Reference: [1] Canadian Journal of Chemistry, 1970, vol. 48, p. 125 - 132
[2] Helvetica Chimica Acta, 1971, vol. 54, p. 868 - 897
  • 4
  • [ 74-96-4 ]
  • [ 455-24-3 ]
  • [ 329-15-7 ]
  • [ 711-33-1 ]
Reference: [1] Patent: US4690931, 1987, A,
  • 5
  • [ 455-24-3 ]
  • [ 320-94-5 ]
YieldReaction ConditionsOperation in experiment
48% at 20℃; for 2 h; Heating / reflux aEXAMPLE 2 a) 2-Nitro-4-trifluoromethylbenzoic Acid 11.97 g of 4 trifluoromethylbenzoic acid (63 mmol) were added slowly in portions at RT to 48 ml of HNO3 (100percent). The mixture was subsequently heated to reflux for 1 h, then cooled to RT and poured onto about 600 g of ice. The mixture was stirred for 1 h, then the precipitate was filtered off and washed with 1 l of water. The filtrate was extracted with 300 ml of CH2Cl2, and the organic phase was combined with the precipitate and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was recrystallized by dissolving in 1 l of DIP at 68° C., adding 2 l of HEP at this temperature and finally cooling the solution slowly to RT. The crystallized product was washed with 1 l of HEP and dried under reduced pressure to obtain 7.1 g (48percent), mp 136° C.-138° C.
Reference: [1] Patent: US2005/124681, 2005, A1, . Location in patent: Page/Page column 16
  • 6
  • [ 455-24-3 ]
  • [ 320-94-5 ]
  • [ 116965-16-3 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 7
  • [ 455-24-3 ]
  • [ 66417-30-9 ]
Reference: [1] Journal of Organic Chemistry, 1978, vol. 43, p. 2941 - 2946
  • 8
  • [ 455-24-3 ]
  • [ 1891-90-3 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 19, p. 6046 - 6050
[2] Journal of Organic Chemistry, 2016, vol. 81, # 5, p. 2166 - 2173
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 10, p. 2544 - 2546
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3263 - 3270
  • 9
  • [ 455-24-3 ]
  • [ 25753-16-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 11, p. 1871 - 1881
[2] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2874 - 2878
  • 10
  • [ 455-24-3 ]
  • [ 329-15-7 ]
  • [ 25753-16-6 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1993, vol. 66, # 5, p. 1516 - 1527
[2] Bulletin of the Chemical Society of Japan, 1993, vol. 66, # 12, p. 3729 - 3734
[3] Tetrahedron, 2004, vol. 60, # 7, p. 1587 - 1599
  • 11
  • [ 455-24-3 ]
  • [ 328-90-5 ]
YieldReaction ConditionsOperation in experiment
86% With oxygen; potassium acetate; p-benzoquinone In ISOPROPYLAMIDE at 115℃; for 15 h; III. General procedure for Pd (II) -catalyzedorfcho-hydroxylation with 5 atm 02 :A 50 mL high pressure reactor equipped with a magnetic stir bar was charged with Pd(OAc)2 (11.2 mg, 0.05 mmol), followed by the benzoic acidsubstrate (0.5 mmol), benzoquinone (54.0 mg, 0.5 mmol), KOAc (98.0 mg, 1 mmol) andN, N-dimethylacetamide (1.5 mL) . The reactor was filled with 02 (20 atm) , and then evacuated and backed-filled with 02 (5 atm, 2 times) . After the reaction mixture was stirred at 115 °C for 15 hours, it was permitted to cool to ambient temperature. The reaction was worked up and the crude product was purified following the procedure described above for hydroxylation with 1 atm O2.
Reference: [1] Journal of the American Chemical Society, 2009, vol. 131, # 41, p. 14654 - 14655
[2] Patent: WO2011/37929, 2011, A2, . Location in patent: Page/Page column 14; 19-20
  • 12
  • [ 455-24-3 ]
  • [ 775-00-8 ]
Reference: [1] Canadian Journal of Chemistry, 1970, vol. 48, p. 125 - 132
  • 13
  • [ 455-24-3 ]
  • [ 402-13-1 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 14
  • [ 455-24-3 ]
  • [ 126541-87-5 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 15
  • [ 455-24-3 ]
  • [ 125483-00-3 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 16
  • [ 455-24-3 ]
  • [ 126541-82-0 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 17
  • [ 455-24-3 ]
  • [ 116965-16-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 12, p. 3163 - 3179
  • 18
  • [ 455-24-3 ]
  • [ 320-94-5 ]
  • [ 116965-16-3 ]
Reference: [1] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
  • 19
  • [ 455-24-3 ]
  • [ 6148-64-7 ]
  • [ 106263-53-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 6, p. 991 - 1002
[2] RSC Advances, 2018, vol. 8, # 27, p. 15009 - 15020
  • 20
  • [ 455-24-3 ]
  • [ 106263-53-0 ]
Reference: [1] Patent: US2012/277224, 2012, A1,
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