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[ CAS No. 50340-79-9 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 50340-79-9
Chemical Structure| 50340-79-9
Chemical Structure| 50340-79-9
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Product Details of [ 50340-79-9 ]

CAS No. :50340-79-9 MDL No. :MFCD01203161
Formula : C7H6O4S Boiling Point : -
Linear Structure Formula :- InChI Key :HYHZGBOWRWIEGW-UHFFFAOYSA-N
M.W : 186.19 Pubchem ID :818352
Synonyms :

Calculated chemistry of [ 50340-79-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.14
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 42.56
TPSA : 91.84 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.26 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.45
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 1.23
Log Po/w (MLOGP) : 0.51
Log Po/w (SILICOS-IT) : 1.77
Consensus Log Po/w : 1.32

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.14
Solubility : 1.34 mg/ml ; 0.00717 mol/l
Class : Soluble
Log S (Ali) : -3.19
Solubility : 0.12 mg/ml ; 0.000643 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.12
Solubility : 14.2 mg/ml ; 0.0762 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.39

Safety of [ 50340-79-9 ]

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 [ 50340-79-9 ]

* 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 [ 50340-79-9 ]
  • Downstream synthetic route of [ 50340-79-9 ]

[ 50340-79-9 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 4282-34-2 ]
  • [ 50340-79-9 ]
YieldReaction ConditionsOperation in experiment
86% With hydrogenchloride; sodium hydroxide In 1,4-dioxane; methanol; water Thiophene-2,5-dicarboxylic acid monomethyl ester
To a gently refluxing solution of thiophene-2,5-dicarboxylic acid dimethyl ester (0.430 g, 2.15 mmol) in of dioxane/methanol (1:2, 1.5 ml) was added an aqueous solution of sodium hydroxide (0.086 g, 2.15 mmol in 0.5 ml water).
The reaction mixture was stirred for 5 h and then cooled to room temperature.
After adjusting the solution to pH 2 with 1N hydrochloric acid, the reaction mixture was extracted with ethyl acetate (3*30 ml) which was then washed with brine (1*5 ml), dried (MgSO4) and concentrated by vacuum to give thiophene-2,5-dicarboxylic acid monomethyl ester as a white solid (0.342 g, 86percent yield).
1H NMR (CD3OD) δH 7.72-7.73 (d, 1H), 7.69-7.70 (d, 1H), 3.87 (s, 3H).
86% With sodium hydroxide In 1,4-dioxane; methanol; water for 5 h; Heating / reflux To a [GENTLY REFLUXING SOLUTION] of thiophene-2, 5-dicarboxylic acid dimethyl ester (0.430 g, 2.15 [MMOL)] in of [DIOXANE/METHANOL] (1: 2,1. 5 [ML)] was added an aqueous solution of sodium hydroxide (0.086 g, 2.15 [MMOL] in 0.5 ml water). The reaction mixture was stirred for 5 h and then cooled to room temperature. After adjusting the solution to pH 2 with 1N hydrochloric acid, the reaction mixture was extracted with ethyl acetate 3x30ml) which was then washed with brine [(1X5ML),] dried [(MGSO4)] and concentrated by vacuum to give thiophene-2, 5-dicarboxylic acid monomethyl ester as a white solid (0.342 [G,] 86percent yield). 1H NMR [(CD30D)] [BH] 7.72-7. 73 (d, 1H). 7.69-7. 70 (d, 1H), 3.87 (s, 3H).
Reference: [1] Chemistry - A European Journal, 2016, vol. 22, # 33, p. 11785 - 11794
[2] Patent: US2004/2524, 2004, A1,
[3] Patent: WO2004/817, 2003, A2, . Location in patent: Page 99
[4] Patent: US2680731, 1950, ,
  • 2
  • [ 4282-31-9 ]
  • [ 74-88-4 ]
  • [ 50340-79-9 ]
YieldReaction ConditionsOperation in experiment
28% With sodium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; Thiophene-2,5-dicarboxylic acid (1.72 g, 10 mmol) and sodium carbonate (3.18 g, 30 mmol) suspended in dimethylformamide (25 mL) were stirred with methyl iodide (623 uL) at room temperature overnight. The sodium salt of the desired product was extracted with water, and 12 M hydrochloric acid was added to the combined aqueous layer. The desired product was extracted with ethyl acetate, and the combined organic layer was washed with saturated aqueous ammonium chloride, dried over anhydrous magnesium sulfate and purified by silica gel column chromatography to give 0.49 g of the desired product as a colorless solid (yield 28percent). XH-NMR (ppm in CDC13)d 3.93 (s, 3H), 7.77 (d, J = 4.2 Hz, 1H), 7.83 (d, J = 4.2 Hz, 1H).LC/MS(ESI) 186(M+).
Reference: [1] Patent: WO2004/108683, 2004, A1, . Location in patent: Page 548
  • 3
  • [ 67808-64-4 ]
  • [ 50340-79-9 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 1, p. 17 - 28
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 8, p. 2265 - 2279
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 12, p. 5982 - 5986
[4] Patent: WO2017/31176, 2017, A1, . Location in patent: Page/Page column 85
  • 4
  • [ 67808-64-4 ]
  • [ 50340-79-9 ]
Reference: [1] Patent: US5047554, 1991, A,
  • 5
  • [ 4565-31-5 ]
  • [ 50340-79-9 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 1, p. 17 - 28
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 12, p. 5982 - 5986
  • 6
  • [ 4282-31-9 ]
  • [ 50340-79-9 ]
Reference: [1] Chemistry - A European Journal, 2016, vol. 22, # 33, p. 11785 - 11794
  • 7
  • [ 116530-64-4 ]
  • [ 50340-79-9 ]
Reference: [1] Biochemical Journal, 1955, vol. 60, p. 255,259
  • 8
  • [ 501-91-7 ]
  • [ 50340-79-9 ]
Reference: [1] Biochemical Journal, 1955, vol. 60, p. 255,259
  • 9
  • [ 3737-38-0 ]
  • [ 50340-79-9 ]
Reference: [1] Biochemical Journal, 1955, vol. 60, p. 255,259
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