Home Cart 0 Sign in  
X

[ CAS No. 6328-74-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 6328-74-1
Chemical Structure| 6328-74-1
Chemical Structure| 6328-74-1
Structure of 6328-74-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 6328-74-1 ]

Related Doc. of [ 6328-74-1 ]

Alternatived Products of [ 6328-74-1 ]
Product Citations

Product Details of [ 6328-74-1 ]

CAS No. :6328-74-1 MDL No. :MFCD00079779
Formula : C14H12O3 Boiling Point : -
Linear Structure Formula :C6H5CH2CO2OC6H5 InChI Key :VARVNFDGRLLTCI-UHFFFAOYSA-N
M.W : 228.24 Pubchem ID :239077
Synonyms :

Calculated chemistry of [ 6328-74-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.07
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 64.5
TPSA : 46.53 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) : -5.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.13
Log Po/w (XLOGP3) : 2.98
Log Po/w (WLOGP) : 3.11
Log Po/w (MLOGP) : 2.8
Log Po/w (SILICOS-IT) : 2.79
Consensus Log Po/w : 2.76

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.39
Solubility : 0.0928 mg/ml ; 0.000407 mol/l
Class : Soluble
Log S (Ali) : -3.62
Solubility : 0.0547 mg/ml ; 0.00024 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.44
Solubility : 0.00827 mg/ml ; 0.0000362 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.66

Safety of [ 6328-74-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6328-74-1 ]

* 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 [ 6328-74-1 ]
  • Downstream synthetic route of [ 6328-74-1 ]

[ 6328-74-1 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 4664-61-3 ]
  • [ 6328-74-1 ]
YieldReaction ConditionsOperation in experiment
91%
Stage #1: With sodium hydroxide; water In ethanol at 20℃; for 5 h;
Stage #2: With hydrogenchloride In water
1 N-NaOH aqueous solution (7.8 mL) was added to an ethanol (20 mL) solution of methyl 4-phenoxyphenylacetate (948 mg, 3.9 mmol), and stirred for 5 hours at room temperature. The reaction solution was concentrated under reduced pressure, and 1 N hydrochloric acid aqueous solution (10 mL) was added. The precipitated white solid was filtered out and washed successively with water and ether to obtain 4-phenoxyphenylacetic acid (813 mg, 91percent) as a white solid. LC-MS 229 [M+H]+ 1H-NMR (300MHz, CDCl3); δ 6.92-7.01 (m, 4H), 7.10-7.14 (t, J=6.6Hz, 1H), 7.25-7.28 (d, J=8.4Hz, 2H), 7.35-7.41 (m, 2H)
Reference: [1] Patent: EP1849465, 2007, A1, . Location in patent: Page/Page column 139
[2] Chemical and pharmaceutical bulletin, 1965, vol. 13, # 11, p. 1341 - 1345
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 13, p. 3695 - 3700
  • 2
  • [ 5031-78-7 ]
  • [ 6328-74-1 ]
YieldReaction ConditionsOperation in experiment
76% With trifluorormethanesulfonic acid In methanol EXAMPLE 8
4-Phenoxyphenylacetic acid
The procedure of McKillop et al. (J. Am. Chem. Soc. 95, 3340 (1973}) was followed.
To a solution of 40.5 g (91.1 mmol) of thallium trinitrate trihydrate (TTN) in 200 mL dry methyl alcohol was cautiously added 8 mL trifluoromethanesulfonic acid followed by 17.3 g (81.6 mmol) of 4-phenoxyacetophenone.
After several minutes of stirring at 25° C., a white precipitate formed Stirring under argon atmosphere was continued for 6 hours.
The reaction mixture was cautiously poured into 200 mL sat.
K2 CO3 solution and extracted with two 200 mL portions of 1:1 ethyl acetate/hexane.
The combined extracts were washed with three 100 mL portions of brine, dried over MgSO4, filtered, and concentrated to give 19.5 g of an oil.
Distillation under high vacuum gave 15 g (69 mmol, 76percent yield) of a colorless oil, bp. 125°-128° C. at 20μ Hg; 1 H-NMR (CDCl3) ppm δ 7.34 (t, 2 H, J=7 Hz), 7.25 (d, 2 H, J=8 Hz), 7.11 (t, 1 H, J=7 Hz), 7.03-6.95 (m, 4 H), 3.71 (s, 3 H), 3.61 (s, 2 H).
Reference: [1] Patent: US5026861, 1991, A,
  • 3
  • [ 124-38-9 ]
  • [ 6328-74-1 ]
Reference: [1] Chemical Science, 2018, vol. 9, # 21, p. 4873 - 4878
  • 4
  • [ 114246-13-8 ]
  • [ 6328-74-1 ]
Reference: [1] Rend. Ist. super. Sanita, 1952, vol. 15, p. 1041,1048
[2] Patent: US6110924, 2000, A,
[3] Patent: US6335332, 2002, B1, . Location in patent: Page column 14
  • 5
  • [ 1255911-44-4 ]
  • [ 1255911-55-7 ]
  • [ 6328-74-1 ]
Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 46, p. 6045 - 6048
  • 6
  • [ 92199-39-8 ]
  • [ 6328-74-1 ]
Reference: [1] Yakugaku Zasshi, 1950, vol. 70, p. 42[2] Chem.Abstr., 1950, p. 4448
[3] Yakugaku Zasshi, 1952, vol. 72, p. 908[4] Chem.Abstr., 1953, p. 3274
[5] Journal of Organic Chemistry, 1987, vol. 52, # 21, p. 4689 - 4693
  • 7
  • [ 92163-15-0 ]
  • [ 6328-74-1 ]
Reference: [1] Journal of Organic Chemistry, 1950, vol. 15, p. 548,549[2] Organic Syntheses, 1963, vol. Coll. Vol. IV, p. 760,762
[3] Il Farmaco; edizione scientifica, 1963, vol. 18, p. 582 - 594
  • 8
  • [ 14199-15-6 ]
  • [ 6328-74-1 ]
Reference: [1] Chemical and pharmaceutical bulletin, 1965, vol. 13, # 11, p. 1341 - 1345
  • 9
  • [ 5031-78-7 ]
  • [ 6328-74-1 ]
Reference: [1] Yakugaku Zasshi, 1952, vol. 72, p. 908[2] Chem.Abstr., 1953, p. 3274
  • 10
  • [ 1623-95-6 ]
  • [ 6328-74-1 ]
Reference: [1] Yakugaku Zasshi, 1950, vol. 70, p. 42[2] Chem.Abstr., 1950, p. 4448
  • 11
  • [ 92060-53-2 ]
  • [ 6328-74-1 ]
Reference: [1] Yakugaku Zasshi, 1950, vol. 70, p. 42[2] Chem.Abstr., 1950, p. 4448
  • 12
  • [ 4039-92-3 ]
  • [ 6328-74-1 ]
Reference: [1] Il Farmaco; edizione scientifica, 1963, vol. 18, p. 582 - 594
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 6328-74-1 ]

Aryls

Chemical Structure| 6547-53-1

[ 6547-53-1 ]

2-(4-(Benzyloxy)phenyl)acetic acid

Similarity: 0.93

Chemical Structure| 29679-58-1

[ 29679-58-1 ]

2-(3-Phenoxyphenyl)propanoic acid

Similarity: 0.91

Chemical Structure| 120-13-8

[ 120-13-8 ]

4-Ethoxy-3-methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 1798-09-0

[ 1798-09-0 ]

3-Methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 68641-16-7

[ 68641-16-7 ]

Methyl 2-(4-(benzyloxy)phenyl)acetate

Similarity: 0.89

Ethers

Chemical Structure| 6547-53-1

[ 6547-53-1 ]

2-(4-(Benzyloxy)phenyl)acetic acid

Similarity: 0.93

Chemical Structure| 29679-58-1

[ 29679-58-1 ]

2-(3-Phenoxyphenyl)propanoic acid

Similarity: 0.91

Chemical Structure| 120-13-8

[ 120-13-8 ]

4-Ethoxy-3-methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 1798-09-0

[ 1798-09-0 ]

3-Methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 68641-16-7

[ 68641-16-7 ]

Methyl 2-(4-(benzyloxy)phenyl)acetate

Similarity: 0.89

Carboxylic Acids

Chemical Structure| 6547-53-1

[ 6547-53-1 ]

2-(4-(Benzyloxy)phenyl)acetic acid

Similarity: 0.93

Chemical Structure| 29679-58-1

[ 29679-58-1 ]

2-(3-Phenoxyphenyl)propanoic acid

Similarity: 0.91

Chemical Structure| 120-13-8

[ 120-13-8 ]

4-Ethoxy-3-methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 1798-09-0

[ 1798-09-0 ]

3-Methoxyphenylacetic acid

Similarity: 0.91

Chemical Structure| 4670-10-4

[ 4670-10-4 ]

2-(3,5-Dimethoxyphenyl)acetic acid

Similarity: 0.89