Home Cart 0 Sign in  

[ CAS No. 5556-20-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 5556-20-7
Chemical Structure| 5556-20-7
Structure of 5556-20-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 5556-20-7 ]

Related Doc. of [ 5556-20-7 ]

Alternatived Products of [ 5556-20-7 ]

Product Details of [ 5556-20-7 ]

CAS No. :5556-20-7 MDL No. :MFCD09753998
Formula : C11H10O3S Boiling Point : -
Linear Structure Formula :- InChI Key :KRXONUVWZRBHQR-UHFFFAOYSA-N
M.W : 222.26 Pubchem ID :54678584
Synonyms :

Calculated chemistry of [ 5556-20-7 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.18
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 59.93
TPSA : 74.77 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.47
Log Po/w (XLOGP3) : 3.69
Log Po/w (WLOGP) : 2.78
Log Po/w (MLOGP) : 1.94
Log Po/w (SILICOS-IT) : 3.33
Consensus Log Po/w : 2.84

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.79
Solubility : 0.0362 mg/ml ; 0.000163 mol/l
Class : Soluble
Log S (Ali) : -4.95
Solubility : 0.00249 mg/ml ; 0.0000112 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.26
Solubility : 0.123 mg/ml ; 0.000555 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.4

Safety of [ 5556-20-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5556-20-7 ]

* 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 [ 5556-20-7 ]
  • Downstream synthetic route of [ 5556-20-7 ]

[ 5556-20-7 ] Synthesis Path-Upstream   1~19

  • 1
  • [ 4892-02-8 ]
  • [ 5556-20-7 ]
YieldReaction ConditionsOperation in experiment
88% With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 0.283333 h; Inert atmosphere Intermediate 6: Ethyl-3-hydroxybenzo[6]thiophene-2-carboxylate To a solution of methyl-2-mercaptobenzoate (1.63 mL, 1 1.9 mmol) and ethyl bromoacetate (1.32 mL, 1 1.9 mmol) in dry tetrahydrofuran (130 mL) at 0 °C was added potassium fert-butoxide (5.14 g, 71.3 mmol) gradually over 2 min. The reaction mixture was stirred and allowed to warm to room temperature over 15 min, quenched with 2 M hydrochloric acid to pH 2 and diluted with 75 mL water. The product was immediately extracted with 3 χ 75 mL portions of ethyl acetate. The organic layers were combined, washed with 75 mL brine, dried over magnesium sulfate and concentrated under reduced pressure to give desired product as a yellow solid (2.32 g, 88percent). 3) 10.21 (IH, s), 7.94 (IH), 7.74 (IH), 7.50 (IH), 7.41 (IH), 4.43 (2H), 1.43 (3H).
Reference: [1] Patent: WO2013/83991, 2013, A1, . Location in patent: Page/Page column 68
  • 2
  • [ 19602-82-5 ]
  • [ 105-53-3 ]
  • [ 5556-20-7 ]
Reference: [1] Chemical Communications, 2009, # 46, p. 7131 - 7133
  • 3
  • [ 19602-82-5 ]
  • [ 141-97-9 ]
  • [ 5556-20-7 ]
Reference: [1] Chemical Communications, 2009, # 46, p. 7131 - 7133
  • 4
  • [ 105-36-2 ]
  • [ 4892-02-8 ]
  • [ 5556-20-7 ]
Reference: [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 5, p. 1959 - 1970
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 1, p. 371 - 375
  • 5
  • [ 19602-82-5 ]
  • [ 141-97-9 ]
  • [ 5556-20-7 ]
  • [ 131327-65-6 ]
Reference: [1] Chemical Communications, 2009, # 46, p. 7131 - 7133
  • 6
  • [ 3950-02-5 ]
  • [ 141-97-9 ]
  • [ 5556-20-7 ]
Reference: [1] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 5, p. 1115 - 1123
  • 7
  • [ 3950-02-5 ]
  • [ 105-53-3 ]
  • [ 5556-20-7 ]
  • [ 1190582-63-8 ]
Reference: [1] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 5, p. 1115 - 1123
  • 8
  • [ 36943-39-2 ]
  • [ 5556-20-7 ]
Reference: [1] Tetrahedron, 1990, vol. 46, # 18, p. 6525 - 6544
  • 9
  • [ 131327-55-4 ]
  • [ 5556-20-7 ]
Reference: [1] Tetrahedron, 1990, vol. 46, # 18, p. 6525 - 6544
  • 10
  • [ 131327-52-1 ]
  • [ 5556-20-7 ]
Reference: [1] Tetrahedron, 1990, vol. 46, # 18, p. 6525 - 6544
  • 11
  • [ 3950-02-5 ]
  • [ 94-02-0 ]
  • [ 5556-20-7 ]
  • [ 1190582-62-7 ]
Reference: [1] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 5, p. 1115 - 1123
  • 12
  • [ 52140-90-6 ]
  • [ 5556-20-7 ]
  • [ 53599-13-6 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, # 1, p. 89 - 92
  • 13
  • [ 1190582-62-7 ]
  • [ 5556-20-7 ]
Reference: [1] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 5, p. 1115 - 1123
  • 14
  • [ 52140-90-6 ]
  • [ 64-17-5 ]
  • [ 5556-20-7 ]
  • [ 53599-13-6 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, # 1, p. 89 - 92
  • 15
  • [ 120571-33-7 ]
  • [ 5556-20-7 ]
Reference: [1] Tetrahedron, 1990, vol. 46, # 18, p. 6525 - 6544
  • 16
  • [ 120571-35-9 ]
  • [ 5556-20-7 ]
Reference: [1] Tetrahedron, 1990, vol. 46, # 18, p. 6525 - 6544
  • 17
  • [ 19602-82-5 ]
  • [ 1007476-32-5 ]
  • [ 5556-20-7 ]
Reference: [1] Chemische Berichte, 1926, vol. 59, p. 1078
  • 18
  • [ 17927-88-7 ]
  • [ 141-97-9 ]
  • [ 5556-20-7 ]
Reference: [1] Journal of the Chemical Society, 1947, p. 1574,1576
  • 19
  • [ 17927-88-7 ]
  • [ 105-53-3 ]
  • [ 5556-20-7 ]
Reference: [1] Journal of the Chemical Society, 1947, p. 1574,1576
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5556-20-7 ]

Alcohols

Chemical Structure| 1825392-01-5

[ 1825392-01-5 ]

Ethyl 7-chloro-3-hydroxybenzo[b]thiophene-2-carboxylate

Similarity: 0.84

Chemical Structure| 1393803-55-8

[ 1393803-55-8 ]

6-Chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid

Similarity: 0.82

Chemical Structure| 32822-84-7

[ 32822-84-7 ]

Methyl 3-hydroxy-4,5-dimethylthiophene-2-carboxylate

Similarity: 0.78

Chemical Structure| 90407-11-7

[ 90407-11-7 ]

7-Chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid

Similarity: 0.78

Chemical Structure| 1261976-11-7

[ 1261976-11-7 ]

5-(4-Hydroxy-3-methylphenyl)thiophene-2-carbaldehyde

Similarity: 0.71

Esters

Chemical Structure| 1825392-01-5

[ 1825392-01-5 ]

Ethyl 7-chloro-3-hydroxybenzo[b]thiophene-2-carboxylate

Similarity: 0.84

Chemical Structure| 22913-24-2

[ 22913-24-2 ]

Methyl benzo[b]thiophene-2-carboxylate

Similarity: 0.80

Chemical Structure| 32822-84-7

[ 32822-84-7 ]

Methyl 3-hydroxy-4,5-dimethylthiophene-2-carboxylate

Similarity: 0.78

Chemical Structure| 19397-74-1

[ 19397-74-1 ]

Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate

Similarity: 0.76

Chemical Structure| 360575-29-7

[ 360575-29-7 ]

Methyl 4-bromobenzo[b]thiophene-2-carboxylate

Similarity: 0.73

Related Parent Nucleus of
[ 5556-20-7 ]

Benzothiophenes

Chemical Structure| 1825392-01-5

[ 1825392-01-5 ]

Ethyl 7-chloro-3-hydroxybenzo[b]thiophene-2-carboxylate

Similarity: 0.84

Chemical Structure| 1393803-55-8

[ 1393803-55-8 ]

6-Chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid

Similarity: 0.82

Chemical Structure| 1624260-45-2

[ 1624260-45-2 ]

6-Chloro-3-methoxybenzo[b]thiophene-2-carboxylic acid

Similarity: 0.82

Chemical Structure| 22913-24-2

[ 22913-24-2 ]

Methyl benzo[b]thiophene-2-carboxylate

Similarity: 0.80

Chemical Structure| 90407-11-7

[ 90407-11-7 ]

7-Chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid

Similarity: 0.78