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[ CAS No. 119018-29-0 ] {[proInfo.proName]}

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Chemical Structure| 119018-29-0
Chemical Structure| 119018-29-0
Structure of 119018-29-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 119018-29-0 ]

CAS No. :119018-29-0 MDL No. :MFCD02955393
Formula : C16H21N3O4S Boiling Point : -
Linear Structure Formula :- InChI Key :AJEMFZRCUKJSES-UHFFFAOYSA-N
M.W : 351.42 Pubchem ID :11772520
Synonyms :
Chemical Name :4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzenesulfonamide

Calculated chemistry of [ 119018-29-0 ]

Physicochemical Properties

Num. heavy atoms : 24
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.38
Num. rotatable bonds : 7
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 93.48
TPSA : 117.95 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) : -7.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.24
Log Po/w (XLOGP3) : 1.23
Log Po/w (WLOGP) : 1.85
Log Po/w (MLOGP) : 0.49
Log Po/w (SILICOS-IT) : 0.87
Consensus Log Po/w : 1.14

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.52
Solubility : 1.07 mg/ml ; 0.00304 mol/l
Class : Soluble
Log S (Ali) : -3.3
Solubility : 0.174 mg/ml ; 0.000496 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.22
Solubility : 0.0213 mg/ml ; 0.0000607 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.92

Safety of [ 119018-29-0 ]

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

Application In Synthesis of [ 119018-29-0 ]

* 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 [ 119018-29-0 ]
  • Downstream synthetic route of [ 119018-29-0 ]

[ 119018-29-0 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 32175-00-1 ]
  • [ 119018-29-0 ]
  • [ 93479-97-1 ]
Reference: [1] Patent: CN108383768, 2018, A, . Location in patent: Paragraph 0103-0106
  • 2
  • [ 119043-16-2 ]
  • [ 119018-29-0 ]
YieldReaction ConditionsOperation in experiment
8.47 kg With ammonium hydroxide In methanol at 20 - 30℃; for 2 h; Industrial scale 38.0 kg of methanol was sequentially added to a 100 L reactor.Industrial ammonia water 5.1Kg; start stirring,Add the above intermediate 2 crude wet product at 20-30 ° C,And the reaction was kept for 2 hours; the sample was controlled by HPLC, and the reaction was completely filtered and washed with water.The obtained white intermediate 3 crude wet product was directly charged into another 200 L reaction kettle.Further, 110.0 kg of methanol was added, and the temperature was raised to 65-75 ° C, and the mixture was stirred for 4 hours.Cool down to 20-25 ° C, filter,Drying white solid intermediate 3 refined product 8.47kg, HPLC purity >99percent,The meta isomer impurity was 0.2
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
[2] Patent: WO2006/103690, 2006, A1, . Location in patent: Page/Page column 7,14-15
[3] Patent: CN108383768, 2018, A, . Location in patent: Paragraph 0101; 0102
  • 3
  • [ 35303-76-5 ]
  • [ 119018-29-0 ]
YieldReaction ConditionsOperation in experiment
85% at 20℃; 3-Ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate(1; 1.349 g, 5.5 mmol) and 4-(2-aminoethyl)benzenesulfonamide(1.001 g, 5 mmol) were dissolved in THF (40 mL), and themixture was stirred at r.t. over night. After completion of thereaction (TLC), the solvent was evaporated under reduced pressure,and the crude product was purified by crystallization(EtOAc) to give a white solid yield: 1.495 g, (85percent); mp 183–185 °C.1H NMR (400 MHz, DMSO-d6): δ = 8.37 (t, J = 5.2 Hz, 1 H), 7.45(d, J = 7.8 Hz, 2 H), 7.43 (d, J = 7.8 Hz, 2 H), 7.32 (s, 2 H), 4.17 (s, 2H), 3.49 (q, J = 6.0 Hz, 2 H), 2.88 (t, J = 6.5 Hz, 2 H), 2.18 (q, J = 7.3Hz, 2 H), 2.01 (s, 3 H), 0.97 (t, J = 7.4 Hz, 3 H). 13C NMR (100MHz, DMSO-d6): δ = 172.3, 152.5, 152.1, 143.8, 142.6, 132.3,129.5, 126.2, 52.3, 40.6, 35.5, 16.4, 13.3, 13.2. HRMS (ESI): m/z[M + Na]+ calcd for C16H21N3NaO4S: 374.1150; found: 374.1140.
Reference: [1] Synlett, 2017, vol. 28, # 18, p. 2495 - 2498
  • 4
  • [ 247098-17-5 ]
  • [ 119018-29-0 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
  • 5
  • [ 607-97-6 ]
  • [ 119018-29-0 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
  • 6
  • [ 766-36-9 ]
  • [ 119018-29-0 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
[2] Synlett, 2017, vol. 28, # 18, p. 2495 - 2498
[3] Patent: CN108383768, 2018, A,
  • 7
  • [ 247098-18-6 ]
  • [ 119018-29-0 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
[2] Patent: CN107935903, 2018, A,
[3] Patent: CN108383768, 2018, A,
  • 8
  • [ 61892-80-6 ]
  • [ 119018-29-0 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 26, p. 4853 - 4855
  • 9
  • [ 622-24-2 ]
  • [ 119018-29-0 ]
Reference: [1] Patent: CN107963988, 2018, A,
[2] Patent: CN107935903, 2018, A,
  • 10
  • [ 1943-82-4 ]
  • [ 119018-29-0 ]
Reference: [1] Patent: CN108383768, 2018, A,
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