Home Cart 0 Sign in  

[ CAS No. 1038915-73-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 1038915-73-9
Chemical Structure| 1038915-73-9
Structure of 1038915-73-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1038915-73-9 ]

Related Doc. of [ 1038915-73-9 ]

Alternatived Products of [ 1038915-73-9 ]

Product Details of [ 1038915-73-9 ]

CAS No. :1038915-73-9 MDL No. :MFCD28167748
Formula : C26H28N4O4S Boiling Point : -
Linear Structure Formula :- InChI Key :LCPFHXWLJMNKNC-PFEQFJNWSA-N
M.W : 492.59 Pubchem ID :78357761
Synonyms :
MK-4827 tosylate;MK-4827 (tosylate)
Chemical Name :(S)-2-(4-(piperidin-3-yl)phenyl)-2H-indazole-7-carboxamide 4-methylbenzenesulfonate

Calculated chemistry of [ 1038915-73-9 ]

Physicochemical Properties

Num. heavy atoms : 35
Num. arom. heavy atoms : 21
Fraction Csp3 : 0.23
Num. rotatable bonds : 4
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 139.23
TPSA : 135.69 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.62 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.41
Log Po/w (XLOGP3) : 0.97
Log Po/w (WLOGP) : 4.53
Log Po/w (MLOGP) : 3.11
Log Po/w (SILICOS-IT) : 2.34
Consensus Log Po/w : 2.67

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.69
Solubility : 0.102 mg/ml ; 0.000206 mol/l
Class : Soluble
Log S (Ali) : -3.41
Solubility : 0.193 mg/ml ; 0.000392 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.38
Solubility : 0.00205 mg/ml ; 0.00000417 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.77

Safety of [ 1038915-73-9 ]

Signal Word:Danger Class:
Precautionary Statements:P260-P264-P270-P280-P281-P330-P301+P312-P405-P501 UN#:
Hazard Statements:H302-H340 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1038915-73-9 ]

* 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 [ 1038915-73-9 ]

[ 1038915-73-9 ] Synthesis Path-Downstream   1~41

  • 1
  • [ 1038916-11-8 ]
  • [ 104-15-4 ]
  • [ 1038915-73-9 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; water; at 66℃;Product distribution / selectivity; Step 4; (35)-3-{4-[7-(Arainocarbonyl)-2H-indazol-2-yl]phenyl}piperidinium 4- methylbenzenesulfonate (D4); (D3) was dissolved in THF (0.15M) and water added (5% compared to THF). para- Toluene sulphonic acid monohydrate (2.2 eq.) was added and the mixture heated to 66 0C and stirred overnight. After cooling the desired solid salt was isolated by filtration and confirmed to be a monohydrate (D4). 1H NMR (400 MHz, DMSO, 300K) delta 9.34 (IH, s); 9.20 (IH, broad s), 8.58 (IH, s), 8.14 (2H, d, J=8.8 Hz), 8.05 (2H, ddd, J=1.2, 7.2, 16.8 Hz), 7.93 (IH, s), 7.52 (4H, dd, J=8.8, 16.8 Hz), 7.27 (IH, dd, J=6.8, 8.0 Hz), 7.13 (2H, d, J=8 Hz), 3.48 (3H, m), 3.10 (2H, m), 2.90 (IH, m); 2.30 (3H, s), 1.89 (2H, m), 1.75 (2H, m).
12.5 g In tetrahydrofuran; water; at 65 - 67℃;Inert atmosphere; To a solution of tert-butyl (S)-3-(4-(7-carbamoyl-2H-indazol-2-yl) phenyl)piperidine-l-carboxylate (Compound 22) (15.78 g) in THF (220 mL) and water (11.92 mL), p-toluene sulphonic acid monohydrate (16.14 g) was added under nitrogen atmosphere. The reaction mixture was heated to 65-67C and stirred for 16 h or until HPLC/TLC analysis indicated completion of the reaction. After completion of reaction, the slurry was cooled to room temperature, filtered and washed with THF (30 mL). The solid was collected and dried in vacuum at 40C to afford the titled compound as tan-colored solid (Yield: 12.5 g; HPLC Purity: 97.34%).NMR (400 MHz, CDCh): delta 1.85-1.81 (m, 2H), 2.09-2.05 (m, 2H), 2.34 (s, 3H), 3.16-3.04(m,3H), 3.49-3.32 (m,2H), 7.25-7.23 (2H, d,), 7.28-7.26 (2H, d,), 7.51-7.49 (2H, d,), 8.11-7.95 (m, 3H), 8.22-8.15 (dd,lH), 9.02(s,lH). 13C NMR (100 MHz, CDCh): delta 19.91, 22.43, 29.32, 39.49, 43.65, 120.41, 120.78, 121.69, 122.68, 123.85, 125.56, 125.82, 128.22, 128.49, 130.24, 138.90, 140.42, 141.52, 142.07, 146.51, 168.13.
  • 6
  • [ 1476776-44-9 ]
  • [ 1038915-73-9 ]
  • 7
  • [ 1476776-53-0 ]
  • [ 1038915-73-9 ]
  • 9
  • [ 1476776-55-2 ]
  • [ 1476776-76-7 ]
  • [ 1038915-73-9 ]
  • 10
  • [ 1476776-62-1 ]
  • [ 1038915-73-9 ]
  • 11
  • [ 1476776-64-3 ]
  • [ 1038915-73-9 ]
  • 12
  • [ 1476776-66-5 ]
  • [ 1038915-73-9 ]
  • 13
  • [ 677304-69-7 ]
  • [ 1038915-73-9 ]
  • 14
  • [ 1476776-84-7 ]
  • [ 104-15-4 ]
  • [ 1038915-73-9 ]
  • 16
  • [ 1476776-61-0 ]
  • [ 1038915-73-9 ]
  • 17
  • C25H28BrNO5 [ No CAS ]
  • [ 1038915-73-9 ]
  • 18
  • C13H19BrO6S2 [ No CAS ]
  • [ 1038915-73-9 ]
  • 19
  • [ 1476776-55-2 ]
  • [ 1038915-73-9 ]
  • 20
  • C8H6N2O2 [ No CAS ]
  • [ 1038915-73-9 ]
  • 21
  • C12H15N3O [ No CAS ]
  • [ 1038915-73-9 ]
  • 22
  • [ 1476776-84-7 ]
  • [ 1038915-73-9 ]
  • 23
  • [ 1038915-60-4 ]
  • [ 6192-52-5 ]
  • [ 1038915-73-9 ]
YieldReaction ConditionsOperation in experiment
1.75 g In tetrahydrofuran; at 65℃; for 16h; In a 100 mL eggplant-shaped flask,Add compound (10) 2g (4mol) and o-xylene 5ml at room temperatureMethanesulfonic acid 6 ml (92 mmol) was added dropwise. After the drip,Heat to 40 degrees for 3 hours.TLC showed complete reaction,Cool to room temperatureAdd water 20ml, separate the organic layer,The aqueous layer was extracted once with toluene (4 ml). The water layer is neutralized with sodium bicarbonate,Dichloromethane extraction (3 x 30 ml),Drying over anhydrous sodium sulfate, filtration,Concentrate and add another 20 mL of THF and p-toluenesulfonic acid monohydrate 0.76 g (4 mmol).The mixture is heated to 65 degrees,Reaction 16h, filtered, filter cake washed with THF,Dry to obtain 1.75 g of Nipapani p-toluenesulfonate.Yield 86%, purity 99.4%.
  • 24
  • C11H15BrO2 [ No CAS ]
  • [ 1038915-73-9 ]
  • 25
  • 2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-carboxamide methanesulfonate [ No CAS ]
  • [ 104-15-4 ]
  • [ 1038915-73-9 ]
YieldReaction ConditionsOperation in experiment
100 g In water; at 20 - 30℃; for 4h;Inert atmosphere; Add 100g to the reaction flask2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-formyl mesylate,water 1000mL, temperature control to 20 C - 30 C, Slowly add 50% (mass fraction) of p-toluenesulfonic acid (70g) monohydrate solution under nitrogen protection.After the addition, the mixture was stirred at a temperature of 20 C for 4 hours, filtered and washed with water, and vacuum dried at 40 C to obtain a crystal form A 100 g.
  • 26
  • [ 1038915-60-4 ]
  • [ 104-15-4 ]
  • [ 1038915-73-9 ]
YieldReaction ConditionsOperation in experiment
110 g In water; at 20 - 30℃; for 4h;Inert atmosphere; 100 g of 2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-formyl was added to the reaction flask. 750mL of ethanol,Water 250mL temperature control to 20 C - 30 C,Slowly add 50% (mass fraction) of p-toluenesulfonic acid (75g) monohydrate under nitrogen protection Solution,After the addition, the mixture was stirred at a temperature of 20 C for 4 hours, filtered and washed with water, and dried under vacuum at 40 C to obtain crystal form A 110 g.
  • 27
  • 2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-carboxamide hydrochloride [ No CAS ]
  • [ 104-15-4 ]
  • [ 1038915-73-9 ]
YieldReaction ConditionsOperation in experiment
100 g In methanol; water; at 20 - 30℃; for 4h;Inert atmosphere; Into reaction bottle added 100g of 2-[4-((3S)-3-piperidyl) phenyl]-2H-indazole-7-formyl hydrochloride, methanol, water 200mL, temperature control at 20 C - 30 C, under nitrogen protection slowly add 50% (mass fraction) of p-toluenesulfonic acid (75g)-hydrate solution, after the addition, temperature control and stirred at 20 C for 4 hours, filtered water wash, dried at 40 C in vacuum and then obtained crystal form A 100g.
  • 28
  • [ 1171197-20-8 ]
  • [ 1038915-73-9 ]
  • 29
  • [ 1171197-20-8 ]
  • 3-formyl-2-nitrobenzamide [ No CAS ]
  • [ 1038915-73-9 ]
  • 30
  • tert-butyl (E)-3-(4-((3-carbamoyl-2-nitrobenzylidene)amino)phenyl)piperidine-1-carboxylate [ No CAS ]
  • [ 1038915-73-9 ]
  • 31
  • 3-formyl-2-nitrobenzamide [ No CAS ]
  • [ 1038915-73-9 ]
  • 33
  • tert-butyl (S)-3-(4-aminophenyl)piperidine-1-carboxylate L-tartaric acid salt [ No CAS ]
  • [ 1038915-73-9 ]
  • 34
  • methyl 3-(dimethoxymethyl)-2-nitrobenzoate [ No CAS ]
  • [ 1038915-73-9 ]
  • 35
  • 3-(dimethoxymethyl)-2-nitrobenzamide [ No CAS ]
  • [ 1038915-73-9 ]
  • 36
  • [ 1038915-73-9 ]
  • [ 1038915-60-4 ]
YieldReaction ConditionsOperation in experiment
75.9% With sodium hydroxide In 2-methyltetrahydrofuran at 20℃; for 0.5h; 1 Preparation of niraparib freebase (Form I) To a mixture of 50.0 g (97.9 mmol) Niraparib tosylate monohydrate in 2-MeTHF (1L) was added 1% NaOH solution (500 mL) at room temperature. After the mixture was stirred for 30 minutes, the aqueous layer was separated and extracted with 2-MeTHF (0.5L, twice). The combined organic layer was washed with water (1L). The solution was concentrated under partial vacuum slowly below 30 °C until about 20 ml of suspension was left. The mixture was stirred for 30 minutes at room temperature and the solids were collected by filtration, to give 23.8 g (75.9%) of off-white crystalline solids (m.p. 189 °C). [M+H]+ at m/z 321, with the expected isotope pattern. Purity was found to be approximately 99.9% by HPLC. (0424) [000244] NMR (500.12 MHz, DMSO-de) d 9.27 (s, 1H), 8.59 (dd, 1H, J=l.8, 4.7 Hz), 8.07 (dd, 1H, J= 1.1, 7.0 Hz), 8.04 (d, 2H, J=8.7 Hz), 8.02 (dd, 1H, J=l.l, 8.1 Hz), 7.90 (br. s, 1H), 7.46 (d, 2H, J=8.5 Hz), 7.27 (dd, 1H, J=7.2, 8.3 Hz), 3.00 (br. d, 1H, J=l2.l Hz), 2.94 (br. d, 1H, J=l2.l Hz), 2.70 (m, 1H), 2.51 (m, 2H), 1.91, (d, 1H, J=l3.0 Hz), 1.68 (m, 1H), 1.61 (m, 1H), 1.49 (m, 1H). (0425) [000245] 13C NMR (125.77 MHz, DMSO-de) d 166.1, 146.5, 146.4, 138.0, 130.1, 128.7 (2C), 125.8, 123.9, 123.8, 122.3, 121.9, 121.1 (2C), 54.0, 46.4, 43.6, 32.3 and 27.0
75.9% With sodium hydroxide In 2-methyltetrahydrofuran; water at 20℃; for 0.5h; Niraparib freebase To a mixture of 50.0 g (97.9 mmol) niraparib tosylate monohydrate in 2-MeTHF (1 L) was added 1% NaOH solution (500 mL) at room temperature. After the mixture was stirred for 30 min., the aqueous layer was separated and extracted twice with 2-MeTHF (500 mL). The combined organic later was washed with water (1 L). The solution was concentrated under partial vacuum slowly below 30 °C to provide about 20 mL of suspension. The mixture was stirred for 30 min at room temperature and filtered to give an off-white solid (23.8 g, 75.9% yield). MS (ESI) C19H20N4O requires: 320, found: 321 (0649) [M+H]+. (0650) [000405] NMR (500.12 MHz, DMSO-de) d 9.27 (s, 1H), 8.59 (dd, 1H, J=L8, 4.7 (0651) Hz), 8.07 (dd, 1H, J=l . l, 7.0 Hz), 8.04 (d, 2H, J=8.7 Hz), 8.02 (dd, 1H, J=l . l, 8.1 Hz), 7.90 (br. s, 1H), 7.46 (d, 2H, J=8.5 Hz), 7.27 (dd, 1H, J=7.2, 8.3 Hz), 3.00 (br. d, 1H, J=l2. l Hz), 2.94 (br. d, 1H, J=l2. l Hz), 2.70 (m, 1H), 2.51 (m, 2H), 1.91, (d, 1H, J=l3.0 Hz), 1.68 (m, 1H), 1.61 (m, 1H), 1.49 (m, 1H). (0652) [000406] 13C NMR (125.77 MHz, DMSO-de) d 166.1, 146.5, 146.4, 138.0, 130.1, 128.7, 125.8, 123.9, 123.8, 122.3, 121.9, 121.1, 54.0, 46.4, 43.6, 40.6, 40.4, 40.3, 40.1, 39.9, 32.3, 27.0.
  • 37
  • [ 1038915-73-9 ]
  • [ 2414583-05-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydroxide / water; 2-methyltetrahydrofuran / 0.5 h / 20 °C 2: methanol; tetrahydrofuran / 72 h / 20 - 40 °C
  • 38
  • [ 1038915-73-9 ]
  • [ 2414583-06-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydroxide / water; 2-methyltetrahydrofuran / 0.5 h / 20 °C 2: tetrahydrofuran; ethanol / 2 h / 20 - 40 °C
  • 39
  • [ 1038915-73-9 ]
  • [ 2414583-07-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydroxide / water; 2-methyltetrahydrofuran / 0.5 h / 20 °C 2: tetrahydrofuran; acetonitrile / 80 h / 20 - 40 °C
  • 40
  • [ 1038915-73-9 ]
  • [ 147-85-3 ]
  • [ 2854386-22-2 ]
YieldReaction ConditionsOperation in experiment
In methanol at 55 - 60℃; 1; 4; 5 Process to prepare Niraparib tosylate : L-Proline co-crystal (Form-C1): Niraparib tosylate (3.0 g) and L-proline (0.693 g) were dissolved in 27 volumes of methanol at 55-60°C. The solution was concentrated in a rotavapor at 55-60°C to get the residue. Charged 10 volumes of acetonitrile into the above residue and stirred for 2-3 hours at 70-75°C. The solids were isolated by filtration and dried at 45-50°C for 3-4 hours to yield the title compound.H-NMR reveals a molar ratio of Niraparib tosylate to L-proline of about 1:1. The crystallinity was confirmed by XRD, DSC and TGA and identified as Form C1 as depicted in Figures 1 to 3.
  • 41
  • [ 1038915-73-9 ]
  • [ 144-62-7 ]
  • [ 2854386-23-3 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile at 70 - 75℃; 2 Process to prepare Niraparib tosylate : Oxalic acid co-crystal (Form-C1): Niraparib tosylate (3 g) and oxalic acid (1.48 g) were mixed with 15 volumes of acetonitrile. The contents were stirred at 70-75°C for 2-3 hours. The solids were cooled to RT and isolated by filtration and dried under vacuum to yield the title compound.The crystallinity was confirmed by XRD, DSC and TGA and identified as Form C1 as depicted in Figures 4 to 6.
Same Skeleton Products
Historical Records

Similar Product of
[ 1038915-73-9 ]

Chemical Structure| 1038915-60-4

A298513[ 1038915-60-4 ]

(S)-2-(4-(Piperidin-3-yl)phenyl)-2H-indazole-7-carboxamide

Reason: Free-salt