[ CAS No. 3034-31-9 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 3034-31-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3034-31-9 ]

SDS Specification

Alternatived Products of [ 3034-31-9 ]

Product Details of [ 3034-31-9 ]

CAS No. :	3034-31-9	MDL No. :	MFCD00459246
Formula :	C₁₂H₁₀N₂O	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	FCTZHFATVFONMW-UHFFFAOYSA-N
M.W :	198.22	Pubchem ID :	220840
Synonyms :

Calculated chemistry of [ 3034-31-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	58.45
TPSA :	41.99 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.41 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.66
Log Po/w (XLOGP3) :	1.55
Log Po/w (WLOGP) :	2.14
Log Po/w (MLOGP) :	1.47
Log Po/w (SILICOS-IT) :	2.07
Consensus Log Po/w :	1.78

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.44
Solubility :	0.721 mg/ml ; 0.00364 mol/l
Class :	Soluble
Log S (Ali) :	-2.04
Solubility :	1.8 mg/ml ; 0.00909 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.55
Solubility :	0.00564 mg/ml ; 0.0000284 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.3

Safety of [ 3034-31-9 ]

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

Application In Synthesis of [ 3034-31-9 ]

* 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.

Upstream synthesis route of [ 3034-31-9 ]
Downstream synthetic route of [ 3034-31-9 ]

[ 3034-31-9 ] Synthesis Path-Upstream 1~1

1
[ 3034-31-9 ]
[ 80194-83-8 ]

Reference： [1] Tetrahedron, 1989, vol. 45, # 23, p. 7469 - 7476

[ 3034-31-9 ] Synthesis Path-Downstream 1~16

1
[ 55-22-1 ]
[ 62-53-3 ]
[ 3034-31-9 ]

Yield	Reaction Conditions	Operation in experiment
99%		A solution of isonicotinic acid (14, 5.0 g, 40.6 mmol) in thionyl chloride (40 mL) was heated at reflux for 2 h. After completion of the reaction, thionyl chloride was removed under reduced pressure. THF (50 mL), K2CO3 (16.8 g, 121.9 mmol) and aniline (3.78 g, 40.6 mmol) were added to the residue and the reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic layer was concentrated and the residue was recrystallized from EtOAc-hexanes (60:40) to afford the product 15 (8.0 g, 99%) as a light yellow solid: mp 166-168 C. IR (KBr) 1344, 1653, 1465, 665 cm 1; *H NMR (DMSO-ifc, 300 MHz) δ 10.49 (s, 1 H), 8.78 (m, 2 H), 7.86 (m, 2 H), 7.78 (m, 2 H), 7.39 (t, = 8.0 Hz, 2 H), 7.15 (t, = 6.5 Hz, 1 H).

Reference： [1]Patent: WO2017/160898,2017,A1 .Location in patent: Paragraph 00105; 00125
[2]Organic and Biomolecular Chemistry,2019,vol. 17,p. 4087 - 4101
[3]Journal of Medicinal Chemistry,2021,vol. 64,p. 17146 - 17183
[4]Journal of Medicinal Chemistry,2016,vol. 59,p. 1370 - 1387
[5]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 6027 - 6033
[6]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1981,vol. 20,p. 1007 - 1008

2
[ 3034-31-9 ]
[ 33513-42-7 ]
[ 156638-77-6 ]

Yield	Reaction Conditions	Operation in experiment
67%		A 2.5 M n-BuLi solution in hexanes (17.8 mL, 44.4 mmol) was added to a solution of 15 (4.0 g, 20 mmol) in dry THF (120 mL) at -78 C. The solution was held at -78 C for 0.5 h and then allowed to rise to 0 C and kept at 0 C for 6 min. The mixture was cooled to -78 C and DMF (2.94 mL, 40.4 mmol) was added. After 1 h at -78 C, the reaction mixture was warmed to 0 C and kept at 0 C for 1 h. H20 (40 mL) was added, the organic layer was separated, and the water layer was extracted with CHCI3 (2 x 40 mL). The combined organic layer was dried over Na2S04, concentrated, and purified by silica gel flash column chromatography (60:40 EtOAc- hexanes) to afford compound 16 (3.0 g, 67%) as an off-white solid: mp 209-211 C. IR (KBr) 3356, 1721, 776 cm ; lH NMR (DMSC fc, 300 MHz) δ 8.97 (s, 1 H), 8.86 (d, = 4.9 Hz, 1 H), 7.77 (m, 3 H), 7.48 (t, = 6.1 Hz, 2 H), 7.28 (t, = 7.5 Hz, 1 H), 7.10 (br s, 1 H), 6.69 (s, 1 H).

Reference： [1]Journal of Medicinal Chemistry,2021,vol. 64,p. 17146 - 17183
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 3840 - 3853
[3]Patent: WO2017/160898,2017,A1 .Location in patent: Paragraph 00105; 00126
[4]Synthetic Communications,1994,vol. 24,p. 1789 - 1798
[5]Synthesis,1996,p. 1212 - 1216
[6]Journal of Medicinal Chemistry,2016,vol. 59,p. 1370 - 1387

3
[ 3034-31-9 ]
[ 74-88-4 ]
[ 81795-19-9 ]

Reference： [1]Tetrahedron,1981,vol. 37,p. 4185 - 4188
[2]Journal of biochemical toxicology,1996,vol. 11,p. 33 - 43

4
[ 3034-31-9 ]
[ 73415-85-7 ]

Yield	Reaction Conditions	Operation in experiment
	In chloroform; acetic acid;	PREPARATION A Preparation of 4-(N-phenylcarbamoyl)piperidine 4-(N-phenylcarbamoyl)pyridine [75.0 g, prepared as in Chem. Abs., 2013h (1958)] was hydrogenated in acetic acid (800 ml) using a platinum oxide catalyst at 50 p.s.i./30. The catalyst was then removed by filtration, the solution evaporated, the residue basified to about pH 12 with sodium hydroxide, extracted with chloroform, and the organic extract discarded. The aqueous phase was evaporated to dryness, the residue boiled with chloroform, filtered and evaporated to leave 4-(N-phenylcarbamoyl)piperidine (17.0 g), m.p. 121-127. The hydrochloride salt, m.p. 231-233, was prepared in isopropanol from the free base and hydrogen chloride, and was recrystallized from isopropanol/ethyl acetate. Analysis %: Found: C, 60.1; H, 7.2; N, 11.7. Calculated for C12 H16 N2 O.HCl: C, 59.9; H, 7.1; N, 11.6.

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 513 - 517
[2]Patent: US4243666,1981,A

5
[ 3034-31-9 ]
[ 89565-24-2 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1983,vol. 22,p. 1029 - 1043

6
[ 3034-31-9 ]
[ 14178-44-0 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 7469 - 7476

7
[ 3034-31-9 ]
[ 17159-79-4 ]
C₁₅H₁₇NO₄ [ No CAS ]
C₁₅H₁₇NO₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 9222 - 9229

8
[ 3034-31-9 ]
C₁₇H₂₁NO₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 9222 - 9229
[2]Journal of Organic Chemistry,2005,vol. 70,p. 9222 - 9229
[3]Journal of Organic Chemistry,2005,vol. 70,p. 9222 - 9229

9
[ 3034-31-9 ]
N,N-dimethyl 2-phenylimino-2-(4-pyridyl)ethanamide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 5344 - 5346

10
[ 55-22-1 ]
[ 3034-31-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 8546 - 8556
[2]Pharmaceutical Chemistry Journal,1998,vol. 32,p. 597 - 599
[3]Tetrahedron,1989,vol. 45,p. 7469 - 7476
[4]Organic Letters,2014,vol. 16,p. 3142 - 3145
[5]Journal of Medicinal Chemistry,2016,vol. 59,p. 3840 - 3853

11
[ 3034-31-9 ]
2-Phenyl-isothiazolo[5,4-c]pyridin-3-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 3071 - 3078

12
[ 3034-31-9 ]
N-Phenyl-3-phenylmethanesulfinyl-isonicotinamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 3071 - 3078

13
[ 3034-31-9 ]
[ 100-39-0 ]
1-benzyl-1,2,3,6-tetrahydropyridinyl-4-carboxylic acid phenylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium borohydrid; In ethanol; N,N-dimethyl-formamide;	Step 1: 1-Benzyl-1,2,3,6-tetrahydropyridinyl-4-carboxylic acid phenylamide A mixture of <strong>[3034-31-9]pyridine-4-carboxylic acid phenylamide</strong> (3.96 g, 20 mmol), benzyl bromide (3.76 g, 22 mmol) and DMF (10 ml) was stirred at 105 C. for 15 h and the resulting solid mass, on cooling, suspended in ethanol (40 ml). Sodium borohydride (0.95 g, 25 mmol) was added in portions and the suspension stirred for 3 h, after which it was filtered, the filtrate evaporated, and the residue partitioned between water (100 ml) and ethyl acetate (275 ml). The organic layers were extracted with HCl (1M: 350 ml), the combined extracts basified with aqueous sodium hydroxide, and the suspension re-extracted with dichloromethane (2*50 ml). After drying (MgSO4), the dichloromethane layers were evaporated to leave the product as a yellow gum (4.58 g). δH (CDCl3) 2.52 (2H, br s, tetrahydropyridinyl CH2), 2.68 (2H, t, J 5.7 Hz, tetrahydropyridinyl CH2), 3.17 (2H, dd, J 6.0, 2.7 Hz, tetrahydropyridinyl CH2), 3.64 (2H, s, PhCH2 N), 6.62 (1H, dd, J 3.3, 1.8 Hz, CR=CH), 7.10 (1H, t, J 7.3 Hz, ArH), 7.26-7.48 (7H, m, ArH) and 7.53 (2H, d, J 7.6 Hz, ArH).

Reference： [1]Patent: US5563152,1996,A

14
[ 75-21-8 ]
[ 3034-31-9 ]
[ 185144-25-6 ]

Yield	Reaction Conditions	Operation in experiment
43%	With n-butyllithium; In tetrahydrofuran; 1,4-dioxane; methanol;	Step 1 3-(2-Hydroxyethyl)-<strong>[3034-31-9]N-phenylisonicotinamide</strong> To a solution of <strong>[3034-31-9]N-phenylisonicotinamide</strong> (1.98 g, 10 mmol) in tetrahydrofuran (40 ml) at -78 C. was added a solution of n-butyllithium (1.6M in hexanes; 13.5 ml, 21.6 mmol) and the resulting red solution stirrred for 40 minutes before addition of a solution of ethylene oxide in dioxane (3.56M; 3.0 ml, 11 mmol). After allowing the mixture to warm to room temperature over 21/2 hours, the reaction was quenched by addition of methanol (8 ml). The solvent was evaporated and the residue partitioned between ethyl acetate (70 ml) and water (25 ml). The organic layer was washed with saturated brine (25 ml), dried (MgSO4) and evaporated. The residue was chromatographed on silica eluding with 10% methanol/dichloromethane to afford the title compound as a solid (1.05 g, 43%); δH (CDCl3) 3.07 (2H, t, J 5.6 Hz, ArCH2 CH2 OH), 3.70 (1H, br s, OH), 4.10 (2H, t, J 5.6 Hz, ArCH2 CH2 OH), 7.15-7.19 (1H, m, ArH), 7.35-7.39 (2H, m, ArH), 7.49 (1H, d, J 5.2 Hz, ArH), 7.69-7.71 (2H, m, ArH), 8.44-8.48 (2H, m, ArH), 9.77 (1H, s, NH).

Reference： [1]Patent: US5700941,1997,A

15
[ 67-56-1 ]
[ 3034-31-9 ]
silver nitrate [ No CAS ]
trans-bis(N-phenylisonicotinamide)silver(I) nitrate - methanol (1:2) [ No CAS ]

Reference： [1]Chemical Communications,2007,p. 1433 - 1435

16
[ 1455-20-5 ]
[ 3034-31-9 ]
[ 1522464-89-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 416 - 419

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Technical Information

? Acyl Group Substitution ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Hydride Reductions ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Amines ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Ugi Reaction

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H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 3034-31-9 ] {[proInfo.proName]}

Quality Control of [ 3034-31-9 ]

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Product Details of [ 3034-31-9 ]

Calculated chemistry of [ 3034-31-9 ] Expand+

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3034-31-9 ]

Application In Synthesis of [ 3034-31-9 ]

[ 3034-31-9 ] Synthesis Path-Upstream 1~1

[ 3034-31-9 ] Synthesis Path-Downstream 1~16

Technical Information

Related Functional Groups of [ 3034-31-9 ]

Aryls

Amides

Amines

Related Parent Nucleus of [ 3034-31-9 ]

Pyridines

Precautionary Statements-General

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[ 3034-31-9 ]

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[ 3034-31-9 ]