Home Cart 0 Sign in  
X

[ CAS No. 1132935-63-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1132935-63-7
Chemical Structure| 1132935-63-7
Chemical Structure| 1132935-63-7
Structure of 1132935-63-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1132935-63-7 ]

Related Doc. of [ 1132935-63-7 ]

Alternatived Products of [ 1132935-63-7 ]

Product Details of [ 1132935-63-7 ]

CAS No. :1132935-63-7 MDL No. :MFCD27923655
Formula : C26H27N3O5S Boiling Point : -
Linear Structure Formula :- InChI Key :NBRBXGKOEOGLOI-UHFFFAOYSA-N
M.W : 493.57 Pubchem ID :56640146
Synonyms :
ABT-333
Chemical Name :N-(6-(3-(tert-Butyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxyphenyl)naphthalen-2-yl)methanesulfonamide

Calculated chemistry of [ 1132935-63-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 35
Num. arom. heavy atoms : 22
Fraction Csp3 : 0.23
Num. rotatable bonds : 6
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 139.63
TPSA : 118.64 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.29 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.89
Log Po/w (XLOGP3) : 4.25
Log Po/w (WLOGP) : 4.91
Log Po/w (MLOGP) : 2.33
Log Po/w (SILICOS-IT) : 4.2
Consensus Log Po/w : 3.72

Druglikeness

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

Water Solubility

Log S (ESOL) : -5.65
Solubility : 0.00111 mg/ml ; 0.00000226 mol/l
Class : Moderately soluble
Log S (Ali) : -6.45
Solubility : 0.000174 mg/ml ; 0.000000352 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -8.88
Solubility : 0.000000648 mg/ml ; 0.0000000013 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.46

Safety of [ 1132935-63-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1132935-63-7 ]

* 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 [ 1132935-63-7 ]
  • Downstream synthetic route of [ 1132935-63-7 ]

[ 1132935-63-7 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 1132940-53-4 ]
  • [ 1132940-88-5 ]
  • [ 1132935-63-7 ]
YieldReaction ConditionsOperation in experiment
76.5% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; waterInert atmosphere; Large scale S3: adding 1,4 dioxane (141.4 L) to the reaction vessel under nitrogen protection,Palladium catalyst Pd(PPh3)4 (3.9kg) and water (70.68L),Add S2 product (23.56 kg) and 1-(3-tert-butyl-5-iodo-4-methoxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione (27.13 kg),Stir, add sodium carbonate (8.63kg); the reaction solution is kept for 4-6h, and the reaction solution is monitored by TLC until the reaction is complete;The reaction solution was cooled to 40 ° C then diluted with ethyl acetate (235.6L)The combined organic phases were washed with water (47.12 L)The organic phase was distilled under reduced pressure at 50 ° C, and the crude product was added ethyl acetate (94.24 L) and stirred at 50-60 ° C for 30 min.The crude product (29.45 kg) was obtained by suction filtration, and the crude product was purified by silica gel column chromatography. The substitution reaction is a single step a yield of 76.5percent.
25% With sodium carbonate In ethanol; water; toluene at 100℃; for 1.33333 h; Microwave irradiation [00530] Part F. Preparation of N-(6-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-l(2H)-yl)-2- methoxyphenyl)naphthalen-2-yl)methanesulfonamide.; [0053I]In a microwave tube, the product from Part E (104mg, 0.26mmol), the product from Example 2A, Part B (108mg, OJ lmmol), and 1.0M sodium carbonate solution (312μL, 0.31mmol) in 1:1 ethanol- toluene ( 1.7mL) was degassed by nitrogen sparge for 15min. 1 , 1 '-Bis(diphenylphosphino) ferrocene palladium (II) chloride dichloromethane complex (9mg, O.Ol lmmol) was added, and degassing was continued for another 5min. The tube was sealed and heated in the microwave at 1000C for Ih. Diluted with dichloromethane and washed with IM citric acid solution and brine. The organic layer was then stirred with (3-mercaptopropyl) silica gel for Ih. Filtered through celite and concentrated under vacuum. Triturated with ether, methanol, and then again with ether to give the title compound as a nearly white solid (32mg, 25 percent). 1H NMR (300 MHz, OMSO-d6): δ 11.41 (d, J=1.84 Hz, 1 H) 10.04 (s, 1 H) 8.03 (s, 1 H) 7.96 (t, J=8.09 Hz, 2 H) 7.80 (d, J=8.09 Hz, 1 H) 7.63 - 7.79 (m, 2 H) 7.35 - 7.45 (m, 1 H) 7.37 (d, J=2.57 Hz, 1 H) 7.32 (d, J=2.57 Hz, 1 H) 5.65 (dd, J=8.09, 2.21 Hz, 1 H) 3.25 (s, 3 H) 3.09 (s, 3 H) 1.43 (s, 9 H). MS (+ESI) m/z (rel abundance): 494 (100, M+H), 511 (90, M+NH4), 987 (20, 2M+H), 1009 (8, 2M+Na).
Reference: [1] Patent: CN107266373, 2017, A, . Location in patent: Paragraph 0057; 0058; 0059
[2] Patent: WO2009/39134, 2009, A1, . Location in patent: Page/Page column 109
[3] Patent: WO2009/39127, 2009, A1, . Location in patent: Page/Page column 168-169
[4] Patent: WO2009/39134, 2009, A1, . Location in patent: Page/Page column 102-103; 109
  • 2
  • [ 1132940-49-8 ]
  • [ 1132940-88-5 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: WO2009/39127, 2009, A1, . Location in patent: Page/Page column 180
  • 3
  • [ 3144-09-0 ]
  • [ 1355646-97-7 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1, . Location in patent: Page/Page column 29-30
  • 4
  • [ 201487-06-1 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: WO2009/39127, 2009, A1, . Location in patent: Page/Page column 178-179
  • 5
  • [ 88-18-6 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
  • 6
  • [ 173194-95-1 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
  • 7
  • [ 1132940-53-4 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
  • 8
  • [ 60803-26-1 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
  • 9
  • [ 1132940-51-2 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
  • 10
  • [ 39068-23-0 ]
  • [ 1132935-63-7 ]
Reference: [1] Patent: US2012/14913, 2012, A1,
Recommend Products
Same Skeleton Products
Historical Records