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[ CAS No. 7283-96-7 ] {[proInfo.proName]}

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Chemical Structure| 7283-96-7
Chemical Structure| 7283-96-7
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Product Details of [ 7283-96-7 ]

CAS No. :7283-96-7 MDL No. :MFCD00047090
Formula : C5H3ClOS Boiling Point : -
Linear Structure Formula :- InChI Key :VWYFITBWBRVBSW-UHFFFAOYSA-N
M.W : 146.59 Pubchem ID :81700
Synonyms :
5-Chloro-2-thiophenecarboxaldehyde

Calculated chemistry of [ 7283-96-7 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 34.72
TPSA : 45.31 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) : -5.52 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.48
Log Po/w (XLOGP3) : 2.36
Log Po/w (WLOGP) : 2.21
Log Po/w (MLOGP) : 1.01
Log Po/w (SILICOS-IT) : 3.34
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) : -2.63
Solubility : 0.342 mg/ml ; 0.00233 mol/l
Class : Soluble
Log S (Ali) : -2.95
Solubility : 0.164 mg/ml ; 0.00112 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.21
Solubility : 0.906 mg/ml ; 0.00618 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.08

Safety of [ 7283-96-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280 UN#:N/A
Hazard Statements:H302+H312+H332 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 7283-96-7 ]

* 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 [ 7283-96-7 ]
  • Downstream synthetic route of [ 7283-96-7 ]

[ 7283-96-7 ] Synthesis Path-Upstream   1~17

  • 1
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  • [ 96-43-5 ]
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  • [ 7283-96-7 ]
Reference: [1] Journal of Organic Chemistry, 2010, vol. 75, # 4, p. 1047 - 1060
  • 2
  • [ 17249-82-0 ]
  • [ 7283-96-7 ]
YieldReaction ConditionsOperation in experiment
75% With trichlorophosphate In N,N-dimethyl-formamide at 100℃; for 8 h; Cooling with ice General procedure: To a stirred solution of 9ha–9hd (200 mmol) in dried DMF (43.86 g, 600 mmol) cooled in anice-water bath was added dropwise POCl3 (46.00 g, 300 mmol). The resulting mixture was stirred atthis temperature for 30 min and then at 100 °C for another 5 h. After cooling to room temperature,the reaction mixture was poured carefully into ice-water (300 mL). The mixture thus obtained wasextracted with CH2Cl2 (300 mL × 3), and the combined extracts were washed successively with 5percentbrine (200 mL), 10percent aqueous K2CO3 (200 mL) and 5percent brine (200 mL), dried (Na2SO4) and evaporatedon a rotary evaporator to afford a residue, which was purified by column chromatography to yield10ha–10hd.5-Chlorothiophene-2-carbaldehyde (10ha): Colorless oil; 22.00 g (75percent). 1H-NMR (DMSO-d6, 400 MHz) δ:9.82 (s, 1H), 7.95 (d, J = 4.0 Hz, 1H), 7.39 (d, J = 4.0 Hz, 1H). The 1H-NMR data were in goodagreement with those reported [53].
Reference: [1] Molecules, 2018, vol. 23, # 2,
[2] Journal of the American Chemical Society, 1953, vol. 75, p. 988
  • 3
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  • [ 68-12-2 ]
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Reference: [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 30, p. 7933 - 7937[2] Angew. Chem., 2014, vol. 126, # 30, p. 8067 - 8071,5
[3] Journal of Organic Chemistry, 2010, vol. 75, # 4, p. 1047 - 1060
[4] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 4, p. 285 - 294
[5] Bulletin de la Societe Chimique de France, 1963, p. 479 - 484
[6] Journal of the American Chemical Society, 1953, vol. 75, p. 989
[7] Patent: DE953082, 1953, ,
[8] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 5, p. 1221 - 1230
[9] Patent: WO2010/59922, 2010, A1, . Location in patent: Page/Page column 50-51
[10] Patent: US2016/52919, 2016, A1, . Location in patent: Paragraph 0132
  • 4
  • [ 96-43-5 ]
  • [ 7283-96-7 ]
Reference: [1] Patent: US5145868, 1992, A,
[2] Patent: US6191166, 2001, B1,
[3] Patent: US6207710, 2001, B1,
[4] Patent: US6211235, 2001, B1,
  • 5
  • [ 636-72-6 ]
  • [ 98-03-3 ]
  • [ 7283-96-7 ]
YieldReaction ConditionsOperation in experiment
79 %Chromat. With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite pentahydrate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 5℃; for 3 h; General procedure: NaOCl5H2O crystals (11.0e14.0 mmol) were added in one portion to a mixture of Bu4NHSO4 (0.170 g, 0.50 mmol), TEMPO(15.6 g, 0.10 mmol), alcohols (10.0 mmol), and 0.2 g of PCBTF (aninternal standard) in dichloromethane (15 or 30 mL) at 5 or 15 C.After stirring for an appropriate time, 0.5 mL of the organic layerwas added to 1 mL of CH2Cl2 for GC analysis. GCeMS analyses of theproducts were identical with authentic samples.
Reference: [1] Tetrahedron, 2016, vol. 72, # 22, p. 2818 - 2827
  • 6
  • [ 23784-96-5 ]
  • [ 7283-96-7 ]
Reference: [1] Angewandte Chemie - International Edition, 2018, vol. 57, # 38, p. 12494 - 12498[2] Angew. Chem., 2018, vol. 130, # 38, p. 12674 - 12678,5
  • 7
  • [ 96-43-5 ]
  • [ 93-61-8 ]
  • [ 7283-96-7 ]
Reference: [1] Journal of the American Chemical Society, 1950, vol. 72, p. 1422
[2] Journal of Organic Chemistry, 1948, vol. 13, p. 635,637
[3] Patent: US2741622, 1951, ,
[4] Journal of Organic Chemistry, 1949, vol. 14, p. 790,795
  • 8
  • [ 96-43-5 ]
  • [ 50-00-0 ]
  • [ 7283-96-7 ]
Reference: [1] Patent: US2543318, 1948, ,
[2] Journal of the American Chemical Society, 1949, vol. 71, p. 3922,3923
  • 9
  • [ 96-43-5 ]
  • [ 7283-96-7 ]
  • [ 81882-02-2 ]
Reference: [1] Patent: US2543318, 1948, ,
[2] Journal of the American Chemical Society, 1949, vol. 71, p. 3922,3923
  • 10
  • [ 98-03-3 ]
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  • [ 5370-19-4 ]
Reference: [1] Synthesis, 1995, # 3, p. 248 - 250
[2] Synthesis, 1995, # 3, p. 248 - 250
[3] Synthesis, 1995, # 3, p. 248 - 250
  • 11
  • [ 98-03-3 ]
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  • [ 67482-49-9 ]
  • [ 67482-50-2 ]
  • [ 57500-51-3 ]
Reference: [1] Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 233 - 236
[2] Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 233 - 236
  • 12
  • [ 3437-95-4 ]
  • [ 68-12-2 ]
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  • [ 5370-19-4 ]
Reference: [1] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 4, p. 285 - 294
  • 13
  • [ 554-14-3 ]
  • [ 96-43-5 ]
  • [ 68-12-2 ]
  • [ 13679-70-4 ]
  • [ 7283-96-7 ]
Reference: [1] Journal of Organic Chemistry, 2010, vol. 75, # 4, p. 1047 - 1060
  • 14
  • [ 7283-96-7 ]
  • [ 23784-96-5 ]
Reference: [1] Patent: CN107188865, 2017, A,
  • 15
  • [ 7283-96-7 ]
  • [ 35475-03-7 ]
Reference: [1] Green Chemistry, 2018, vol. 20, # 17, p. 3931 - 3943
  • 16
  • [ 98-03-3 ]
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  • [ 67482-49-9 ]
  • [ 67482-50-2 ]
  • [ 57500-51-3 ]
Reference: [1] Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 233 - 236
[2] Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 233 - 236
  • 17
  • [ 7283-96-7 ]
  • [ 332099-40-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2005, vol. 48, # 26, p. 8289 - 8298
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