Home Cart 0 Sign in  

[ CAS No. 2426-87-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 2426-87-1
Chemical Structure| 2426-87-1
Structure of 2426-87-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 2426-87-1 ]

Related Doc. of [ 2426-87-1 ]

Alternatived Products of [ 2426-87-1 ]

Product Details of [ 2426-87-1 ]

CAS No. :2426-87-1 MDL No. :MFCD00003365
Formula : C15H14O3 Boiling Point : -
Linear Structure Formula :- InChI Key :JSHLOPGSDZTEGQ-UHFFFAOYSA-N
M.W : 242.27 Pubchem ID :75506
Synonyms :

Calculated chemistry of [ 2426-87-1 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.13
Num. rotatable bonds : 5
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 69.3
TPSA : 35.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.85 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.48
Log Po/w (XLOGP3) : 2.71
Log Po/w (WLOGP) : 2.93
Log Po/w (MLOGP) : 2.24
Log Po/w (SILICOS-IT) : 3.59
Consensus Log Po/w : 2.79

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.21
Solubility : 0.148 mg/ml ; 0.000613 mol/l
Class : Soluble
Log S (Ali) : -3.11
Solubility : 0.188 mg/ml ; 0.000777 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.14
Solubility : 0.00175 mg/ml ; 0.00000721 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.93

Safety of [ 2426-87-1 ]

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 [ 2426-87-1 ]

* 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 [ 2426-87-1 ]
  • Downstream synthetic route of [ 2426-87-1 ]

[ 2426-87-1 ] Synthesis Path-Upstream   1~20

  • 1
  • [ 2426-87-1 ]
  • [ 2426-59-7 ]
Reference: [1] Patent: US2016/9706, 2016, A1,
  • 2
  • [ 2426-87-1 ]
  • [ 13330-65-9 ]
Reference: [1] Magnetic Resonance in Chemistry, 1990, vol. 28, # 11, p. 973 - 978
  • 3
  • [ 2426-87-1 ]
  • [ 2454-72-0 ]
Reference: [1] Bulletin de la Societe Chimique de France, 1965, p. 1417 - 1423
[2] Bioorganic Chemistry, 2003, vol. 31, # 2, p. 172 - 190
[3] Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 941 - 943
[4] Journal of the Chemical Society, 1932, p. 1236,1238
[5] Journal of the Chemical Society, 1932, p. 1236,1238
[6] Bulletin de la Societe Chimique de France, 1965, p. 1417 - 1423
[7] Patent: WO2012/97177, 2012, A2,
[8] Chemical Communications, 2015, vol. 51, # 52, p. 10431 - 10434
[9] Patent: US2015/166559, 2015, A1,
[10] New Journal of Chemistry, 2016, vol. 40, # 3, p. 2601 - 2608
[11] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 11, p. 983 - 987
[12] ACS Infectious Diseases, 2018, vol. 4, # 2, p. 158 - 174
[13] Journal of Materials Chemistry A, 2018, vol. 6, # 15, p. 6667 - 6674
[14] Organic Process Research and Development, 2018, vol. 22, # 9, p. 1241 - 1256
[15] Journal of the American Chemical Society, 2018, vol. 140, # 38, p. 11926 - 11930
[16] Patent: CN108727177, 2018, A,
  • 4
  • [ 2426-87-1 ]
  • [ 60547-92-4 ]
Reference: [1] Heterocycles, 1984, vol. 22, # 2, p. 253 - 256
[2] Patent: WO2012/30160, 2012, A2,
[3] Patent: WO2017/194960, 2017, A1,
  • 5
  • [ 2426-87-1 ]
  • [ 2444-46-4 ]
Reference: [1] Annales pharmaceutiques françaises, 1959, vol. 17, p. 453 - 455
  • 6
  • [ 2426-87-1 ]
  • [ 57371-44-5 ]
Reference: [1] Tetrahedron Letters, 1989, vol. 30, # 47, p. 6521 - 6524
[2] Tetrahedron Asymmetry, 2011, vol. 22, # 24, p. 2124 - 2133
[3] European Journal of Organic Chemistry, 2015, vol. 2015, # 33, p. 7344 - 7351
  • 7
  • [ 2426-87-1 ]
  • [ 61032-42-6 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 245 - 254
[2] Patent: CN105884699, 2016, A,
  • 8
  • [ 2426-87-1 ]
  • [ 61032-41-5 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 245 - 254
[2] Patent: CN105884699, 2016, A,
  • 9
  • [ 2426-87-1 ]
  • [ 40232-88-0 ]
YieldReaction ConditionsOperation in experiment
74%
Stage #1: With 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 0℃; for 7.5 h; Inert atmosphere
Stage #2: at 20℃; for 1 h; Inert atmosphere
Under an argon atmosphere, m-chloroperbenzoic acid (contains ca 30percent water, purity >65percent, 41.7 g, ca. 157 mmol) was addedportionwise to a solution of S6 (25.3 g, 105 mmol) in dichloromethane (160 mL) at 0 °C.After stirring for 7.5 h, the reaction mixture was quenched with saturated aqueousNaHCO3. The mixture was diluted with water and the organic layer was separated. The aqueouslayer was extracted with dichloromethane. The combined extracts were washed with saturated aqueous NaHCO3, water, and brine, dried over Na2SO4, and evaporated. The residue was dissolvedin methanol (300 mL) and K2CO3 (72.3 g, 523 mmol) was added portionwise to the solution atroom temperature. After stirring for 1 h, the mixture was evaporated under reduced pressure. Waterwas added to the residue and the product was extracted with diethyl ether. The extract was washedwith water and brine, dried over Na2SO4, and evaporated. The residue was recrystallized fromdiethyl ether-hexane to give S7 as pale yellow granules (14.7 g, 61percent). The mother liquor from theabove recrystallization was evaporated and the residue was chromatographed over silica gel 60N (hexane–ethyl acetate = 3:1) to give an additional S7 as pale yellow solid (3.14 g, 13percent). The totalyield of S7 was 17.8 g (74percent).
Reference: [1] Tetrahedron Letters, 2007, vol. 48, # 12, p. 2139 - 2141
[2] Organic Letters, 2009, vol. 11, # 11, p. 2353 - 2356
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 3, p. 283 - 286
[4] Synthetic Communications, 2008, vol. 38, # 5, p. 784 - 788
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 24, p. 6563 - 6580
[6] European Journal of Organic Chemistry, 2014, vol. 2014, # 15, p. 3170 - 3181
[7] Journal of the Chemical Society, 1960, p. 1491 - 1498
[8] Magnetic Resonance in Chemistry, 1990, vol. 28, # 11, p. 973 - 978
[9] Chemical and Pharmaceutical Bulletin, 1983, vol. 31, # 9, p. 3024 - 3038
[10] Tetrahedron, 2005, vol. 61, # 42, p. 10061 - 10072
[11] Synthesis, 1989, # 3, p. 167 - 172
[12] Patent: US5064861, 1991, A,
[13] Helvetica Chimica Acta, 2011, vol. 94, # 2, p. 185 - 198
  • 10
  • [ 2426-87-1 ]
  • [ 1700-29-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 16, p. 2205 - 2208
[2] Phytochemistry, 1997, vol. 46, # 1, p. 107 - 115
[3] Phytochemistry (Elsevier), 1985, vol. 24, # 3, p. 469 - 472
[4] Journal of the Chemical Society, 1965, p. 3645 - 3660
[5] Chemistry - An Asian Journal, 2015, vol. 10, # 4, p. 925 - 937
[6] Chemistry - An Asian Journal, 2015, vol. 10, # 12, p. 2631 - 2650
  • 11
  • [ 2426-87-1 ]
  • [ 56441-97-5 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 245 - 254
[2] Patent: CN105884699, 2016, A,
  • 12
  • [ 2426-87-1 ]
  • [ 27883-60-9 ]
Reference: [1] Patent: CN105884699, 2016, A,
  • 13
  • [ 867-13-0 ]
  • [ 2426-87-1 ]
  • [ 38157-08-3 ]
Reference: [1] Synthetic Communications, 2001, vol. 31, # 15, p. 2357 - 2364
[2] Patent: EP1577290, 2005, A1, . Location in patent: Page/Page column 93-94
[3] Patent: EP1640360, 2006, A1, . Location in patent: Page/Page column 66
[4] European Journal of Medicinal Chemistry, 2019, vol. 161, p. 78 - 92
[5] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 21, p. 5672 - 5681
  • 14
  • [ 2426-87-1 ]
  • [ 1099-45-2 ]
  • [ 38157-08-3 ]
YieldReaction ConditionsOperation in experiment
91% for 4 h; Reflux; Inert atmosphere General procedure: Ethyl(triphenylphosphoranylidene)acetate (1.55 g, 4.46 mmol) was added to a stirred solution of 3,4,5-trimethoxy benzaldehyde 13a (0.73 g, 3.72 mmol) in benzene (10 mL). Then the reaction mixture was refluxed for 4 h. The solvent was removed in vacuo, and the residue was purified by silica gel column chromatography (EtOAc/pet-ether, 1:19) to afford the pure compound 25a (0.89 g, 90percent) as a white solid.
Reference: [1] European Journal of Organic Chemistry, 2015, vol. 2015, # 33, p. 7344 - 7351
[2] Tetrahedron Asymmetry, 2011, vol. 22, # 24, p. 2124 - 2133
[3] Turkish Journal of Chemistry, 2010, vol. 34, # 3, p. 375 - 380
[4] Mendeleev Communications, 2010, vol. 20, # 3, p. 151 - 152
[5] Chemical Papers, 2010, vol. 64, # 5, p. 630 - 636
[6] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 93 - 96
  • 15
  • [ 2426-87-1 ]
  • [ 105-36-2 ]
  • [ 38157-08-3 ]
Reference: [1] Advanced Synthesis and Catalysis, 2006, vol. 348, # 14, p. 1977 - 1985
  • 16
  • [ 2426-87-1 ]
  • [ 73635-75-3 ]
Reference: [1] Journal of Materials Chemistry A, 2018, vol. 6, # 15, p. 6667 - 6674
  • 17
  • [ 2426-87-1 ]
  • [ 1477-68-5 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 2.2, p. 280 - 288[2] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 2, p. 348 - 358
[3] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 2.2, p. 280 - 288[4] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 2, p. 348 - 358
  • 18
  • [ 2426-87-1 ]
  • [ 162364-72-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 245 - 254
[2] Patent: CN105884699, 2016, A,
  • 19
  • [ 2426-87-1 ]
  • [ 196603-96-0 ]
Reference: [1] Patent: WO2012/30160, 2012, A2,
  • 20
  • [ 2426-87-1 ]
  • [ 768350-54-5 ]
Reference: [1] Patent: WO2012/30160, 2012, A2,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 2426-87-1 ]

Aryls

Chemical Structure| 4397-53-9

[ 4397-53-9 ]

4-(Benzyloxy)benzaldehyde

Similarity: 0.93

Chemical Structure| 121-32-4

[ 121-32-4 ]

3-(Ethoxy-d5)-4-hydroxybenzaldehyde

Similarity: 0.93

Chemical Structure| 6527-32-8

[ 6527-32-8 ]

4-(Benzyloxy)-3,5-dimethoxybenzaldehyde

Similarity: 0.92

Chemical Structure| 1835-11-6

[ 1835-11-6 ]

1-(4-(Benzyloxy)-3-methoxyphenyl)ethanone

Similarity: 0.92

Chemical Structure| 38853-28-0

[ 38853-28-0 ]

4-(Benzyloxy)-3-hydroxybenzoic acid

Similarity: 0.92

Aldehydes

Chemical Structure| 4397-53-9

[ 4397-53-9 ]

4-(Benzyloxy)benzaldehyde

Similarity: 0.93

Chemical Structure| 121-32-4

[ 121-32-4 ]

3-(Ethoxy-d5)-4-hydroxybenzaldehyde

Similarity: 0.93

Chemical Structure| 6527-32-8

[ 6527-32-8 ]

4-(Benzyloxy)-3,5-dimethoxybenzaldehyde

Similarity: 0.92

Chemical Structure| 153200-64-7

[ 153200-64-7 ]

3-(Cyclopropylmethoxy)-4-methoxybenzaldehyde

Similarity: 0.91

Chemical Structure| 1700-37-4

[ 1700-37-4 ]

3-Benzyloxybenzaldehyde

Similarity: 0.91

Ethers

Chemical Structure| 4397-53-9

[ 4397-53-9 ]

4-(Benzyloxy)benzaldehyde

Similarity: 0.93

Chemical Structure| 121-32-4

[ 121-32-4 ]

3-(Ethoxy-d5)-4-hydroxybenzaldehyde

Similarity: 0.93

Chemical Structure| 6527-32-8

[ 6527-32-8 ]

4-(Benzyloxy)-3,5-dimethoxybenzaldehyde

Similarity: 0.92

Chemical Structure| 1835-11-6

[ 1835-11-6 ]

1-(4-(Benzyloxy)-3-methoxyphenyl)ethanone

Similarity: 0.92

Chemical Structure| 38853-28-0

[ 38853-28-0 ]

4-(Benzyloxy)-3-hydroxybenzoic acid

Similarity: 0.92