Home Cart 0 Sign in  
X

[ CAS No. 5751-80-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 5751-80-4
Chemical Structure| 5751-80-4
Chemical Structure| 5751-80-4
Structure of 5751-80-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 5751-80-4 ]

Related Doc. of [ 5751-80-4 ]

Alternatived Products of [ 5751-80-4 ]

Product Details of [ 5751-80-4 ]

CAS No. :5751-80-4 MDL No. :MFCD02179226
Formula : C7H8O2S Boiling Point : -
Linear Structure Formula :- InChI Key :OYSLMAQEMAJMCL-UHFFFAOYSA-N
M.W :156.20 Pubchem ID :79824
Synonyms :

Calculated chemistry of [ 5751-80-4 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.29
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 40.41
TPSA : 54.54 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.61 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.25
Log Po/w (XLOGP3) : 2.32
Log Po/w (WLOGP) : 1.92
Log Po/w (MLOGP) : 1.25
Log Po/w (SILICOS-IT) : 2.66
Consensus Log Po/w : 2.08

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.44
Solubility : 0.564 mg/ml ; 0.00361 mol/l
Class : Soluble
Log S (Ali) : -3.1
Solubility : 0.123 mg/ml ; 0.000787 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.13
Solubility : 1.15 mg/ml ; 0.00736 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.34

Safety of [ 5751-80-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5751-80-4 ]

* 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 [ 5751-80-4 ]
  • Downstream synthetic route of [ 5751-80-4 ]

[ 5751-80-4 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 64-17-5 ]
  • [ 88-13-1 ]
  • [ 5751-80-4 ]
YieldReaction ConditionsOperation in experiment
91% at 0 - 20℃; for 48 h; 13 ml (200 mmol) of thionyl chloride are added dropwise, at 0oC, to a solution of 9 g (70 mmol) of 3-thiophenecarboxylic acid and 86 mg (0.7 mmol) of 4-dimethylaminopyridine in 100 ml of ethanol. The reaction medium is stirred from 0oC to room temperature over 48 hours and then evaporated to dryness. The residue obtained is purified by chromatography on a column of silica eluted with a 1/1 heptane/dichloro- methane mixture. 10 g (91percent) of ethyl thiophene-3- carboxylate are obtained.
Reference: [1] Patent: WO2004/113331, 2004, A1, . Location in patent: Page 38-39
[2] Organic Process Research and Development, 2017, vol. 21, # 7, p. 947 - 955
[3] Organic Letters, 2008, vol. 10, # 9, p. 1851 - 1854
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 33, p. 9924 - 9929[5] Angew. Chem., 2017, vol. 129, p. 10056 - 10061,6
[6] Patent: WO2018/170851, 2018, A1, . Location in patent: Page/Page column 17; 18
  • 2
  • [ 872-31-1 ]
  • [ 64-17-5 ]
  • [ 201230-82-2 ]
  • [ 5751-80-4 ]
Reference: [1] Gazzetta Chimica Italiana, 1985, vol. 115, # 11, p. 575 - 584
  • 3
  • [ 6165-69-1 ]
  • [ 124156-21-4 ]
  • [ 5751-80-4 ]
Reference: [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 36, p. 6013 - 6022
  • 4
  • [ 6165-69-1 ]
  • [ 1609-47-8 ]
  • [ 5751-80-4 ]
Reference: [1] Advanced Synthesis and Catalysis, 2015, vol. 357, # 14-15, p. 3104 - 3108
  • 5
  • [ 1468-83-3 ]
  • [ 64-17-5 ]
  • [ 5751-80-4 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 2008, vol. 81, # 3, p. 369 - 372
  • 6
  • [ 41507-35-1 ]
  • [ 64-17-5 ]
  • [ 5751-80-4 ]
Reference: [1] Journal of the American Chemical Society, 1948, vol. 70, p. 1555,1557[2] Org. Synth. Coll., 1963, vol. Vol. IV, p. 919
  • 7
  • [ 5751-80-4 ]
  • [ 170355-38-1 ]
YieldReaction ConditionsOperation in experiment
57% With bromine In dichloromethane at 20℃; for 0.833333 h; 20 g (147 mmol) of aluminium chloride are added portionwise to a solution of 10 g (67 mmol) of ethyl thiophene-3-carboxylate in 160 ml of dichloro- methane, cooled beforehand to 0oC. The reaction medium is warmed to room temperature and a solution of 4 ml (73 mmol) of bromine in 10 ml of dichloromethane is then added. After reaction for 50 minutes at room temperature, the reaction medium is poured into a water + ice mixture and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, filtered and evaporated under vacuum. The residue obtained is purified by chromatography on a column of silica eluted with a 9/1 HEPTANE/ETHYL acetate mixture. 9 g (57percent) of ethyl 5-bromothiophene-3-carboxylate are obtained.
Reference: [1] Patent: WO2004/113331, 2004, A1, . Location in patent: Page 39
[2] Patent: WO2007/145921, 2007, A1, . Location in patent: Page/Page column 83-84
  • 8
  • [ 5751-80-4 ]
  • [ 130562-95-7 ]
  • [ 36157-41-2 ]
Reference: [1] Patent: US5840917, 1998, A,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5751-80-4 ]

Esters

Chemical Structure| 22913-26-4

[ 22913-26-4 ]

Methyl thiophene-3-carboxylate

Similarity: 0.96

Chemical Structure| 6007-85-8

[ 6007-85-8 ]

Thieno[3,4-c]furan-1,3-dione

Similarity: 0.90

Chemical Structure| 19432-66-7

[ 19432-66-7 ]

Ethyl 2-methylthiophene-3-carboxylate

Similarity: 0.80

Chemical Structure| 170355-38-1

[ 170355-38-1 ]

Ethyl 5-bromothiophene-3-carboxylate

Similarity: 0.79

Chemical Structure| 31891-06-2

[ 31891-06-2 ]

Ethyl 2-aminothiophene-3-carboxylate

Similarity: 0.78