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[ CAS No. 936091-14-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 936091-14-4
Chemical Structure| 936091-14-4
Structure of 936091-14-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 936091-14-4 ]

CAS No. :936091-14-4 MDL No. :MFCD15528085
Formula : C26H35N7O2S Boiling Point : -
Linear Structure Formula :- InChI Key :JVDOKQYTTYUYDV-UHFFFAOYSA-N
M.W : 509.67 Pubchem ID :16722832
Synonyms :

Calculated chemistry of [ 936091-14-4 ]

Physicochemical Properties

Num. heavy atoms : 36
Num. arom. heavy atoms : 18
Fraction Csp3 : 0.38
Num. rotatable bonds : 8
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 152.7
TPSA : 110.87 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.87
Log Po/w (XLOGP3) : 4.2
Log Po/w (WLOGP) : 4.42
Log Po/w (MLOGP) : 2.27
Log Po/w (SILICOS-IT) : 1.83
Consensus Log Po/w : 3.32

Druglikeness

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

Water Solubility

Log S (ESOL) : -5.49
Solubility : 0.00166 mg/ml ; 0.00000325 mol/l
Class : Moderately soluble
Log S (Ali) : -6.24
Solubility : 0.000295 mg/ml ; 0.000000578 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -8.34
Solubility : 0.00000231 mg/ml ; 0.0000000045 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 0.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 4.25

Safety of [ 936091-14-4 ]

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 [ 936091-14-4 ]

* 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.

  • Downstream synthetic route of [ 936091-14-4 ]

[ 936091-14-4 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 308283-47-8 ]
  • [ 936092-52-3 ]
  • TG101209 [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% With caesium carbonate;tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 1650℃; for 0.333333h;Microwave irradiation; [0176] A suspension of intermediate 32 (0.30 g, 1.0 mmol), 3-bromo-iV-tert-butyl- benzenesulfonamide (0.35 g, 1.2 mmol), Pd2(dba)3 (60 mg, 0.066 mmol), Xantphos (70 nig, 0.12 mmol) and cesium carbonate (0.70 g, 2.1 mmol) in dioxane/DMF (3/1, 8 mL) was sealed in a microwave reaction tube and irradiated with microwave at 160 "C for 20 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The fractions were combined and poured into saturated NaHCO3 solution (40 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the residue triturated in a mixture of EtOAc/hexanes (1/7, 40 mL). After filtration, the title compound was obtained as an off white solid (0.30 g, 59percent).[0177] 1H NMR (500 MHz, DMSO-d6): delta 1.12 (s, 9H), 2.11 (s, 3H), 2.22 (s, 3H), 2.45 (t, J= 4.7 Hz, 4H), 3.02 (t, J- 4.8 Hz, 4H), 6.81 (d, J= 9.1 Hz, 2H), 7.45-7.52 (m, 4H), 7.56 (s, IH), 7.89 (s, IH), 8.10-8.16 (m, 2H), 8.51 (s, IH), 8.70 (s, IH) MS (ES+): m/z 510 (M+H)+.
  • 3
  • [ 1450975-96-8 ]
  • [ 936091-14-4 ]
YieldReaction ConditionsOperation in experiment
90% With sodium hydroxide In water for 0.05h; 10 (N-tert-butyl-3-(5-methyl-2-4-(4-methyl-pyridine) benzenesulfonamide) To a solution of 1.0 g (1.76 g) of 1 tert-butyl-3- (5-methyl-2- [4- (4-methyl- 4-aminopyrimidine) -benzenesulfonamide acetate (III-c) was dissolved in 3 mL of water, and a 1 mL of 4% aqueous solution of sodium hydroxide was added dropwise with stirring. The filter cake was washed with 1 mL deionized water and heated to 50 ° C in vacuo for 6 hours to yield 808 mg of the free compound product (Formula I) in 90% yield. [0094] The iH-NMR spectrum is exactly the same as that reported in U.S. Patent No. W02007 / 053452A1. 1H-NMR (400 MHz, DMS0-d6): S8.70 (s, 1H), 8.51 (s, 1H), 8.16-8.10 (m, 2H), 7.89 (s, 1H) 2H, 3.02 (t, J = 4.8Hz, 4H), 2.45 (d, J = 9.2Hz, 2H), 3.50-7.46 (m, 4H) (T, J = 4.8Hz, 4H), 2.22 (s, 3H), 2.11 (s, 3H), 1.12 (s, 9H) LC-MS (214 nm): m / z 510.1 (M ++ 1); Retention time: 1.570 min; Purity (254 nm): 98.8%.
  • 4
  • [ 1450975-97-9 ]
  • [ 936091-14-4 ]
YieldReaction ConditionsOperation in experiment
92% With ammonium hydroxide 8 (Preparation of TG101209): (N-tert-butyl-3-(5-methyl-2-[4-(4-methyl-1-piperazine)anilino]-4-aminopyrimidine A mixture of 1.0 g of N-t-butyl-3- (5-methyl-2- [4- (4-methyl- 1 -piperazine) anilino] (III-a) was dissolved in 3 mL of water (to form a clear solution); and 25% ammonia 7K was slowly added dropwise with stirring to adjust pH = 7.0 to 8.0. A black solid precipitated, which was filtered and dried to give the free compound product, 800 mg, 92% [0084] The iH-NMR spectrum is exactly the same as that reported in U.S. Patent No. W02007 / 053452A1. 1H-NMR (400 MHz, DMS0-d6): S8.70 (s, 1H), 8.51 (s, 1H), 8.16-8.10 (m, 2H), 7.89 (s, 1H) 2H, 3.02 (t, J = 4.8Hz, 4H), 2.45 (d, J = 9.2Hz, 2H), 3.50-7.46 (m, 4H) (T, J = 4.8Hz, 4H), 2.22 (s, 3H), 2.11 (s, 3H), 1.12 (s, 9H) LC-MS (214 nm): m / z 510.1 (M ++ 1); Retention time: 1.570 min; Purity (254 nm): 98.8%.
  • 5
  • [ 936092-53-4 ]
  • TG101209 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dichloromethane 2: N,N-dimethyl-formamide / 6 h / 85 °C 3: triethylamine / dichloromethane / 3 h
Multi-step reaction with 3 steps 1: hydrogenchloride / methanol; water 2: isopropyl alcohol / 0.5 h / 85 °C 3: ammonium hydroxide / pH 7 - 8
Multi-step reaction with 3 steps 1: 0.5 h 2: isopropyl alcohol / 6 h / 85 °C 3: sodium hydroxide / water / 0.05 h
  • 6
  • [ 1450975-93-5 ]
  • [ 936091-14-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: isopropyl alcohol / 6 h / 85 °C 2: sodium hydroxide / water / 0.05 h
  • 7
  • [ 1450975-94-6 ]
  • [ 936091-14-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 6 h / 85 °C 2: triethylamine / dichloromethane / 3 h
  • 8
  • [ 1450975-95-7 ]
  • [ 936091-14-4 ]
YieldReaction ConditionsOperation in experiment
97% With triethylamine In dichloromethane for 3h; 9 N-tert-Butyl-3- (5-methyl-2- [4- (4- methyl- 1 -piperazine) anilino] Sulfonamide To a solution of 1.0 g (1.60 g) of 1 tert-butyl-3- (5-methyl-2- [4- (4-methyl- Yl] -4-aminopyrimidine) benzenesulfonamide trifluoroacetate (III-b) was mixed with 10 mL of methylene chloride, and the mixture was stirred dropwise Triethylamine; the resulting suspension was stirred for an additional 3 hours. The solvent was evaporated under reduced pressure and excess triethylamine was added; 3 mL of water was added to the residue and stirring was continued for 5 minutes; the suspended black solid was the product, triethylamine hydrochloride was dissolved in water; the suspension was filtered, dried , To give 790 mg of the free compound product (Formula I) in 97% yield. [0089] The iH-NMR spectrum is exactly the same as that reported in U.S. Patent No. W02007 / 053452A1. 1H-NMR (400 MHz, DMS0-d6): S8.70 (s, 1H), 8.51 (s, 1H), 8.16-8.10 (m, 2H), 7.89 (s, 1H) 2H, 3.02 (t, J = 4.8Hz, 4H), 2.45 (d, J = 9.2Hz, 2H), 3.50-7.46 (m, 4H) (T, J = 4.8Hz, 4H), 2.22 (s, 3H), 2.11 (s, 3H), 1.12 (s, 9H) LC-MS (214 nm): m / z 510.1 (M ++ 1); Retention time: 1.570 min; Purity (254 nm): 98.8%.
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