[ CAS No. 1059734-66-5 ] {[proInfo.proName]}

Name: 1059734-66-5|N-(2-Methyl-5-((methylamino)methyl)phenyl)-4-((4-phenylquinazolin-2-yl)amino)benzamide|98%
Brand: Ambeed
SKU: A174690
Price: 6.0 USD
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Quality Control of [ 1059734-66-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1059734-66-5 ]

SDS Specification

Alternatived Products of [ 1059734-66-5 ]

Product Details of [ 1059734-66-5 ]

CAS No. :	1059734-66-5	MDL No. :	MFCD25976660
Formula :	C₃₀H₂₇N₅O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KLRRGBHZCJLIEL-UHFFFAOYSA-N
M.W :	473.57	Pubchem ID :	57662985
Synonyms :	XL-139	Chemical Name :	N-(2-Methyl-5-((methylamino)methyl)phenyl)-4-((4-phenylquinazolin-2-yl)amino)benzamide

Calculated chemistry of [ 1059734-66-5 ]

Physicochemical Properties

Num. heavy atoms :	36
Num. arom. heavy atoms :	28
Fraction Csp3 :	0.1
Num. rotatable bonds :	8
Num. H-bond acceptors :	4.0
Num. H-bond donors :	3.0
Molar Refractivity :	146.27
TPSA :	78.94 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.13 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.16
Log Po/w (XLOGP3) :	5.71
Log Po/w (WLOGP) :	5.98
Log Po/w (MLOGP) :	4.03
Log Po/w (SILICOS-IT) :	5.51
Consensus Log Po/w :	5.08

Druglikeness

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

Water Solubility

Log S (ESOL) :	-6.42
Solubility :	0.00018 mg/ml ; 0.000000379 mol/l
Class :	Poorly soluble
Log S (Ali) :	-7.13
Solubility :	0.0000348 mg/ml ; 0.0000000734 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-12.01
Solubility :	0.0000000005 mg/ml ; 0.0 mol/l
Class :	Insoluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	3.37

Safety of [ 1059734-66-5 ]

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

Application In Synthesis of [ 1059734-66-5 ]

* 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 [ 1059734-66-5 ]
Downstream synthetic route of [ 1059734-66-5 ]

[ 1059734-66-5 ] Synthesis Path-Upstream 1~7

1
[ 1059735-25-9 ]
[ 74-89-5 ]
[ 1059734-66-5 ]

Yield	Reaction Conditions	Operation in experiment
57%	at 0 - 20℃;	To a stirred suspension of 4-(4-phenylquinazolin-2-ylamino)benzoic acid (1.19 g, 3.49 mmol), prepared as described in Example 10, in dichloromethane (50 mL) was added a catalytic amount of dimethylformamide (100 μL) and thionyl chloride (1.50 mL, 20.6 mmol), and the resulting mixture was stirred at rt overnight. The solid was filtered, washed with hexanes, and dried under reduced pressure (high vacuum) to give the product (4-(4- phenylquinazolin-2-ylamino)benzoyl chloride) as a yellow solid (1.21 g, 97percent). This material was then added portionwise to a solution of commercially available 3-amino-4-methylbenzyl alcohol (600 mg, 4.37 mmol), and triethylamine (1.0 mL, 7.2 mmol) in dichloromethane (50 mL) that had been cooled to 0 ⁰C in an ice bath. The mixture was allowed to warm to rt overnight, then the solid was collected by filtration, washed with saturated sodium bicarbonate and water and dried under reduced pressure to give 7V-(5- hydroxymethyl-2- methylphenyl)-4-(4-phenylquinazolin-2-ylamino)benzamide as a pure yellow solid (1.33 g, 86percent o)). <n="176"/>[00452] To a suspension of N-(5-hydroxymethyl-2-methylphenyl)-4-(4-phenylquinazolin- 2-ylamino)benzamide (1.88 g, 4.08 mmol) in dichloromethane (50 niL) that had been cooled to 0 ⁰C in an ice bath was added slowly thionyl chloride (475 μL, 6.54 mmol), and the mixture was stirred at 0 ⁰C for 2 h. Excess thionyl chloride and dichloromethane were removed on a rotary evaporator. The residue was stirred with ether, filtered, washed with ether, and dried to give 7V-(5-chloromethyl-2-methylphenyl)-4-(4-phenylquinazolin-2- ylamino)benzamide as a yellow solid (2.15 g, 100percent). This material was then added to a 1.6 M solution of methylamine in tetrahydrofuran (20 mL, 32 mmol) that had been cooled to 0 ⁰C in an ice bath. The stirred mixture was allowed to warm to rt overnight and then was concentrated on a rotary evaporator. The residue was redissolved in dichloromethane, washed with saturated sodium bicarbonate and dried over sodium sulfate. The solvent was then removed on a rotary evaporator and the residue purified by flash column chromatography to give N-{2-methyl-5-[(methylamino)methyl]-phenyl}-4-[(4- phenylquinazolin-2-yl)amino]benzarnide (1.12 g, 57percent) as a yellow solid. ¹H NMR (400 MHz, DMSOd₆): δ 10.33 (s, IH), 9.71 (s, IH), 8.17 (d, 2H), 8.00 (d, 2H), 7.89-7.79 (m, 5H), 7.65 (m, 3H), 7.42 (m, IH), 7.34 (s, IH), 7.21 (d, IH), 7.12 (d, IH), 3.65 (s, 2H), 2.28 (s, 3H), 2.23 (s, 3H). MS (EI) for C₃₀H₂₇N₅O: 474.2 (MH⁺).

Reference： [1] Patent: WO2008/112913, 2008, A1, . Location in patent: Page/Page column 174-175

2
[ 23441-75-0 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

3
[ 29874-83-7 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

4
[ 332102-09-7 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

5
[ 2835-77-0 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

6
[ 1059735-24-8 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

7
[ 1059735-20-4 ]
[ 1059734-66-5 ]

Reference： [1] Patent: WO2008/112913, 2008, A1,

[ 1059734-66-5 ] Synthesis Path-Downstream 1~7

1
[ 1059735-25-9 ]
[ 74-89-5 ]
[ 1059734-66-5 ]