Home Cart 0 Sign in  

[ CAS No. 49855-03-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 49855-03-0
Chemical Structure| 49855-03-0
Structure of 49855-03-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 49855-03-0 ]

Related Doc. of [ 49855-03-0 ]

Alternatived Products of [ 49855-03-0 ]

Product Details of [ 49855-03-0 ]

CAS No. :49855-03-0 MDL No. :MFCD00045943
Formula : C10H12O4 Boiling Point : -
Linear Structure Formula :- InChI Key :JKTUZDBNDYMNLO-UHFFFAOYSA-N
M.W : 196.20 Pubchem ID :5201573
Synonyms :

Calculated chemistry of [ 49855-03-0 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.3
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 50.81
TPSA : 55.76 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) : -6.49 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.84
Log Po/w (XLOGP3) : 1.42
Log Po/w (WLOGP) : 1.55
Log Po/w (MLOGP) : 1.09
Log Po/w (SILICOS-IT) : 1.46
Consensus Log Po/w : 1.47

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.94
Solubility : 2.26 mg/ml ; 0.0115 mol/l
Class : Very soluble
Log S (Ali) : -2.2
Solubility : 1.25 mg/ml ; 0.00637 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.45
Solubility : 0.691 mg/ml ; 0.00352 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.85

Safety of [ 49855-03-0 ]

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

Application In Synthesis of [ 49855-03-0 ]

* 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 [ 49855-03-0 ]
  • Downstream synthetic route of [ 49855-03-0 ]

[ 49855-03-0 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 49855-03-0 ]
  • [ 42327-52-6 ]
YieldReaction ConditionsOperation in experiment
67% at 0 - 20℃; for 3 h; Method B:
To a reaction vessel containing 3-(3-methoxy-phenoxy)-propionic acid (1) (7.00 g, 35.6 mmol) at 0° C. was added slowly trifluoromethanesulfonic acid (15 mL).
The reaction mixture was stirred for 3 hours while allowing to warm up to room temperature.
After cooling to 0° C., the reaction mixture was quenched with crushed ice, then extracted with Et2O (2*300 mL).
The organic layer was washed with water (2*), aqueous NaHCO3, water, brine, then dried (Na2SO4), filtered and concentrated to give a crude oil, which was purified by silica gel chromatography to give a pure product as a yellow solid. Yield: 4.26 g (67percent).
1H-NMR (300 MHz, CDCl3): δ 2.76 (t, J=6.3 Hz, 2H), 3.84 (s, 3H), 4.52 (t, J=6.3 Hz, 2H), 6.41 (d, J=2.3 Hz, 1H), 6.58 (dd, J=8.8, 2.3 Hz, 1H), 7.84 (d, J=8.8 Hz, 1H); MS (ESI) m/z 179 ([M+H]+).
Reference: [1] Organic and Biomolecular Chemistry, 2014, vol. 12, # 26, p. 4747 - 4753
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980, vol. <B> 19, # 6, p. 500 - 503
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 14, p. 4053 - 4056
[4] Patent: US2006/52410, 2006, A1, . Location in patent: Page/Page column 7; 10
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 8, p. 2545 - 2551
[6] Proceedings of the Chemical Society, London, 1912, vol. 28, p. 7
[7] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1911, vol. 43, p. 1188[8] Chem. Zentralbl., 1912, vol. 83, # I, p. 1022
[9] Journal of the Chemical Society, 1926, p. 943,946[10] Journal of the Chemical Society, 1927, p. 2095,2098
[11] Chemische Berichte, 1924, vol. 57, p. 210
[12] Chemische Berichte, 1924, vol. 57, p. 210
[13] Chemische Berichte, 1924, vol. 57, p. 210
[14] Journal of the Chemical Society, 1927, p. 2100[15] Journal of the Chemical Society, 1928, p. 1510
[16] Journal of the Chemical Society, 1954, p. 4299,4301
[17] Bulletin de la Societe Chimique de France, 1958, p. 325,328
[18] Journal of Chemical Research, Miniprint, 1997, # 6, p. 1412 - 1422
[19] Patent: EP641792, 1995, A1,
[20] Natural Product Research, 2012, vol. 26, # 16, p. 1473 - 1482
  • 2
  • [ 49855-03-0 ]
  • [ 42327-52-6 ]
  • [ 863309-86-8 ]
YieldReaction ConditionsOperation in experiment
67% at 67℃; for 1 h; 3-(2-Methoxyphenoxy)propanoic acid (5.61 mmol) and polyphosphoric (25 ml_) are combined and heated at 67 0C for 1 h. The reaction mixture is diluted with ice water (150 ml_) and the precipitated solids are collected by filtration, washed with water, and dried to provide 8-methoxy-2,3-dihydrochromen-4-one (Target C2) in 67percent yield as a brown solid.
Reference: [1] Patent: WO2009/55437, 2009, A2, . Location in patent: Page/Page column 59; 60
[2] Synthetic Communications, 1996, vol. 26, # 6, p. 1233 - 1245
  • 3
  • [ 49855-03-0 ]
  • [ 42327-52-6 ]
  • [ 863309-86-8 ]
YieldReaction ConditionsOperation in experiment
67% at 67℃; for 1 h; 3-(2-Methoxyphenoxy)propanoic acid (5.61 mmol) and polyphosphoric (25 ml_) are combined and heated at 67 0C for 1 h. The reaction mixture is diluted with ice water (150 ml_) and the precipitated solids are collected by filtration, washed with water, and dried to provide 8-methoxy-2,3-dihydrochromen-4-one (Target C2) in 67percent yield as a brown solid.
Reference: [1] Patent: WO2009/55437, 2009, A2, . Location in patent: Page/Page column 59; 60
[2] Synthetic Communications, 1996, vol. 26, # 6, p. 1233 - 1245
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 49855-03-0 ]

Aryls

Chemical Structure| 20811-60-3

[ 20811-60-3 ]

3-(4-Methoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 7170-38-9

[ 7170-38-9 ]

3-Penoxypropionic acid

Similarity: 0.97

Chemical Structure| 379254-67-8

[ 379254-67-8 ]

3-(4-Ethoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 63434-50-4

[ 63434-50-4 ]

3-(3,4-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91

Chemical Structure| 64139-40-8

[ 64139-40-8 ]

3-(2,3-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91

Ethers

Chemical Structure| 20811-60-3

[ 20811-60-3 ]

3-(4-Methoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 7170-38-9

[ 7170-38-9 ]

3-Penoxypropionic acid

Similarity: 0.97

Chemical Structure| 379254-67-8

[ 379254-67-8 ]

3-(4-Ethoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 63434-50-4

[ 63434-50-4 ]

3-(3,4-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91

Chemical Structure| 64139-40-8

[ 64139-40-8 ]

3-(2,3-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91

Carboxylic Acids

Chemical Structure| 20811-60-3

[ 20811-60-3 ]

3-(4-Methoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 7170-38-9

[ 7170-38-9 ]

3-Penoxypropionic acid

Similarity: 0.97

Chemical Structure| 379254-67-8

[ 379254-67-8 ]

3-(4-Ethoxyphenoxy)propanoic acid

Similarity: 0.97

Chemical Structure| 63434-50-4

[ 63434-50-4 ]

3-(3,4-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91

Chemical Structure| 64139-40-8

[ 64139-40-8 ]

3-(2,3-Dimethoxyphenoxy)propanoic acid

Similarity: 0.91