Home Cart 0 Sign in  

[ CAS No. 873-55-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 873-55-2
Chemical Structure| 873-55-2
Structure of 873-55-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 873-55-2 ]

Related Doc. of [ 873-55-2 ]

Alternatived Products of [ 873-55-2 ]

Product Details of [ 873-55-2 ]

CAS No. :873-55-2 MDL No. :MFCD00013135
Formula : C6H5NaO2S Boiling Point : -
Linear Structure Formula :- InChI Key :CHLCPTJLUJHDBO-UHFFFAOYSA-M
M.W :164.16 Pubchem ID :2723840
Synonyms :

Calculated chemistry of [ 873-55-2 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 33.76
TPSA : 59.34 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.85 cm/s

Lipophilicity

Log Po/w (iLOGP) : -5.47
Log Po/w (XLOGP3) : 0.63
Log Po/w (WLOGP) : 1.79
Log Po/w (MLOGP) : 1.25
Log Po/w (SILICOS-IT) : 0.16
Consensus Log Po/w : -0.33

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.63
Solubility : 3.82 mg/ml ; 0.0233 mol/l
Class : Very soluble
Log S (Ali) : -1.45
Solubility : 5.81 mg/ml ; 0.0354 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.81
Solubility : 2.52 mg/ml ; 0.0153 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.45

Safety of [ 873-55-2 ]

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 [ 873-55-2 ]

* 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 [ 873-55-2 ]
  • Downstream synthetic route of [ 873-55-2 ]

[ 873-55-2 ] Synthesis Path-Upstream   1~19

  • 1
  • [ 5922-60-1 ]
  • [ 873-55-2 ]
  • [ 719-59-5 ]
YieldReaction ConditionsOperation in experiment
92% With p-nitrobenzenesulfonic acid; palladium diacetate In tetrahydrofuran; water at 80℃; for 48 h; Inert atmosphere; Schlenk technique General procedure: Under a N2 atmosphere, a Schlenk tube was charged with 2-aminobenzonitrile 1 (0.3 mmol),sodium arylsulfinate 2 (0.6 mmol), Pd(OAc)2 (10 mol percent), bpy (20 mol percent), p-NBSA (10 equiv), THF (2 mL), and H2O (1 mL) at room temperature. The reaction mixture was stirred vigorously at 80 °C for 48 h. The mixture was poured into ethyl acetate, which was washed with saturated NaHCO3 (2 × 10 mL) and then brine (1 × 10 mL). After the aqueous layer was extracted with ethyl acetate, the combined organic layers were dried over anhydrous MgSO4 and evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane/ethyl acetate) to afford the desired products 3.
Reference: [1] Molecules, 2014, vol. 19, # 5, p. 6439 - 6449
  • 2
  • [ 39263-32-6 ]
  • [ 873-55-2 ]
  • [ 39859-36-4 ]
YieldReaction ConditionsOperation in experiment
90% With p-nitrobenzenesulfonic acid; palladium diacetate In tetrahydrofuran; water at 80℃; for 48 h; Inert atmosphere; Schlenk technique General procedure: Under a N2 atmosphere, a Schlenk tube was charged with 2-aminobenzonitrile 1 (0.3 mmol),sodium arylsulfinate 2 (0.6 mmol), Pd(OAc)2 (10 mol percent), bpy (20 mol percent), p-NBSA (10 equiv), THF (2 mL), and H2O (1 mL) at room temperature. The reaction mixture was stirred vigorously at 80 °C for 48 h. The mixture was poured into ethyl acetate, which was washed with saturated NaHCO3 (2 × 10 mL) and then brine (1 × 10 mL). After the aqueous layer was extracted with ethyl acetate, the combined organic layers were dried over anhydrous MgSO4 and evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane/ethyl acetate) to afford the desired products 3.
Reference: [1] Molecules, 2014, vol. 19, # 5, p. 6439 - 6449
  • 3
  • [ 17420-30-3 ]
  • [ 873-55-2 ]
  • [ 1775-95-7 ]
YieldReaction ConditionsOperation in experiment
96% With p-nitrobenzenesulfonic acid; palladium diacetate In tetrahydrofuran; water at 80℃; for 48 h; Inert atmosphere; Schlenk technique General procedure: Under a N2 atmosphere, a Schlenk tube was charged with 2-aminobenzonitrile 1 (0.3 mmol),sodium arylsulfinate 2 (0.6 mmol), Pd(OAc)2 (10 mol percent), bpy (20 mol percent), p-NBSA (10 equiv), THF (2 mL), and H2O (1 mL) at room temperature. The reaction mixture was stirred vigorously at 80 °C for 48 h. The mixture was poured into ethyl acetate, which was washed with saturated NaHCO3 (2 × 10 mL) and then brine (1 × 10 mL). After the aqueous layer was extracted with ethyl acetate, the combined organic layers were dried over anhydrous MgSO4 and evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane/ethyl acetate) to afford the desired products 3.
Reference: [1] Molecules, 2014, vol. 19, # 5, p. 6439 - 6449
  • 4
  • [ 4798-44-1 ]
  • [ 873-55-2 ]
  • [ 29898-25-7 ]
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 17, p. 8903 - 8909
  • 5
  • [ 529-19-1 ]
  • [ 873-55-2 ]
  • [ 13047-06-8 ]
Reference: [1] Journal of Organic Chemistry, 2014, vol. 79, # 24, p. 12018 - 12032
  • 6
  • [ 74-97-5 ]
  • [ 873-55-2 ]
  • [ 7205-98-3 ]
Reference: [1] Synthetic Communications, 2006, vol. 36, # 23, p. 3639 - 3646
[2] European Journal of Medicinal Chemistry, 2009, vol. 44, # 2, p. 653 - 659
[3] Journal of Organic Chemistry, 1984, vol. 49, # 9, p. 1488 - 1494
[4] Synthesis, 1987, # 1, p. 56 - 59
  • 7
  • [ 75-09-2 ]
  • [ 873-55-2 ]
  • [ 7205-98-3 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2>40, p. 527
  • 8
  • [ 64-17-5 ]
  • [ 75-09-2 ]
  • [ 873-55-2 ]
  • [ 7205-98-3 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2>40, p. 527
  • 9
  • [ 873-55-2 ]
  • [ 1424-51-7 ]
Reference: [1] Patent: WO2013/40863, 2013, A1,
  • 10
  • [ 920-34-3 ]
  • [ 873-55-2 ]
  • [ 1424-51-7 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1967, vol. 3, p. 1556 - 1558[2] Zhurnal Organicheskoi Khimii, 1967, vol. 3, # 9, p. 1599 - 1601
  • 11
  • [ 115262-01-6 ]
  • [ 873-55-2 ]
  • [ 1535-65-5 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 47, p. 12390 - 12394[2] Angew. Chem., 2013, vol. 125, # 47, p. 12616 - 12620,5
  • 12
  • [ 1717-59-5 ]
  • [ 873-55-2 ]
  • [ 1535-65-5 ]
Reference: [1] Journal of Organic Chemistry, 1989, vol. 54, # 13, p. 3023 - 3027
  • 13
  • [ 873-55-2 ]
  • [ 1535-65-5 ]
  • [ 882-33-7 ]
  • [ 122590-93-6 ]
Reference: [1] Journal of Fluorine Chemistry, 1989, vol. 43, p. 53 - 66
  • 14
  • [ 75-45-6 ]
  • [ 873-55-2 ]
  • [ 1535-65-5 ]
  • [ 882-33-7 ]
  • [ 122590-93-6 ]
Reference: [1] Journal of Fluorine Chemistry, 1989, vol. 43, p. 53 - 66
  • 15
  • [ 873-55-2 ]
  • [ 62-53-3 ]
  • [ 4273-98-7 ]
YieldReaction ConditionsOperation in experiment
47% With dihydrogen peroxide; copper diacetate In water at 20℃; for 2 h; Green chemistry 0.5 mmol of aniline (1a) was added to 4 mL of water, To this was added 0.125 mmol of copper acetate, 1.0 mmol of sodium benzenesulfinate, 1.0 mmol of hydrogen peroxide, Reaction was carried out at room temperature for 2 hours. After completion of the reaction, a saturated aqueous solution of NaCl was added to the reaction solution,Extracted with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, filtered, dried at 60 °C under reduced pressure, The crude compound represented by the formula (2a) is obtained.The crude compound represented by the formula (2a) was subjected to silica gel column chromatography, and the volume ratio of ethyl acetate to petroleum etherThe solution was a 1: 2 solution as the mobile phase, and the TLC was followed to collect eluate with an Rf value of 0.3-0.5. The resulting eluate was collected by solvent removal, To obtain 55 mg of the compound represented by the formula (2a) in a yield of 47percent.
Reference: [1] Patent: CN106810478, 2017, A, . Location in patent: Paragraph 0021; 0022; 0023; 0024
  • 16
  • [ 873-55-2 ]
  • [ 615-36-1 ]
  • [ 4273-98-7 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 12, p. 6589 - 6599
  • 17
  • [ 447-61-0 ]
  • [ 873-55-2 ]
  • [ 727-99-1 ]
Reference: [1] Advanced Synthesis and Catalysis, 2011, vol. 353, # 10, p. 1701 - 1706
  • 18
  • [ 873-55-2 ]
  • [ 94341-56-7 ]
Reference: [1] Patent: WO2012/31199, 2012, A1,
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 17, p. 4875 - 4885
[3] Patent: WO2013/127268, 2013, A1,
  • 19
  • [ 1194-02-1 ]
  • [ 873-55-2 ]
  • [ 94341-56-7 ]
Reference: [1] Patent: WO2012/31197, 2012, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 873-55-2 ]

Aryls

Chemical Structure| 824-79-3

[ 824-79-3 ]

Sodium 4-methylbenzenesulfinate

Similarity: 0.87

Chemical Structure| 824-80-6

[ 824-80-6 ]

Sodium 4-fluorobenzenesulfinate

Similarity: 0.85

Chemical Structure| 670-98-4

[ 670-98-4 ]

Methyl benzenesulfinate

Similarity: 0.83

Chemical Structure| 657-84-1

[ 657-84-1 ]

Sodium p-toluenesulfonate

Similarity: 0.80

Chemical Structure| 304675-74-9

[ 304675-74-9 ]

Sodium 4-vinylbenzenesulfonate hydrate

Similarity: 0.78