[ CAS No. 1026-05-7 ]

Name: 1026-05-7|2-Methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine|95%
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Quality Control of [ 1026-05-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1026-05-7 ]

Product Details of [ 1026-05-7 ]

CAS No. :	1026-05-7	MDL No. :	MFCD00183927
Formula :	C₁₆H₁₈N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FTECJLOPKLYFII-UHFFFAOYSA-N
M.W :	238.33 g/mol	Pubchem ID :	2839906
Synonyms :

Calculated chemistry of [ 1026-05-7 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.25
Num. rotatable bonds :	2
Num. H-bond acceptors :	0.0
Num. H-bond donors :	2.0
Molar Refractivity :	79.98
TPSA :	24.06 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-4.93 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.63
Log Po/w (XLOGP3) :	3.98
Log Po/w (WLOGP) :	2.96
Log Po/w (MLOGP) :	3.06
Log Po/w (SILICOS-IT) :	2.84
Consensus Log Po/w :	3.09

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.19
Solubility :	0.0155 mg/ml ; 0.0000651 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.19
Solubility :	0.0155 mg/ml ; 0.0000651 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.78
Solubility :	0.000396 mg/ml ; 0.00000166 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	2.86

Safety of [ 1026-05-7 ]

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 [ 1026-05-7 ]

* 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 [ 1026-05-7 ]
Downstream synthetic route of [ 1026-05-7 ]

[ 1026-05-7 ] Synthesis Path-Upstream 1~8

1
[ 15727-49-8 ]
[ 1026-05-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	With DPZ In chloroform; toluene at 25℃; for 15 h; Molecular sieve; Sealed tube; Irradiation; Green chemistry	Will dissolve in 200μLOrganic photocatalyst DPZ in toluene (0.28 mg, 0.0008 mmol)Take a 10mL reaction flask,Dry the toluene with an air pump and add 66 mg (0.4 mmol)2-phenylaminopropionic acid and 100mg 4Å molecular sieves,Then add 4mL purified and dried chloroform and seal the bottle mouth with a rubber stopper.And insert a balloon filled with dry air. Place the reaction flask in a 25°C incubator.The reaction was stirred for 15 hours under the irradiation of two 1W blue LED lamps.After the reaction is complete, use a rotary evaporator to distill 2/3 of the solution.Separation by column chromatography (hexane/ethyl acetate 60-30:1)That is, 39.1 mg of 2-methyl-4-N-phenyl-tetrahydroquinolin-4-amine are obtained as a colorless oily liquid.The yield was 82percent.

Reference： [1] Patent: CN108017579, 2018, A, . Location in patent: Paragraph 0008; 0011; 0012

2
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]

Reference： [1] Patent: WO2004/72041, 2004, A1, . Location in patent: Page/Page column 79-80

3
[ 2028-84-4 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 33863-77-3 ]

Reference： [1] Tetrahedron Letters, 1990, vol. 31, # 14, p. 2069 - 2072

4
[ 4346-59-2 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 112825-69-1 ]

Reference： [1] Tetrahedron Letters, 1990, vol. 31, # 14, p. 2069 - 2072

5
[ 15727-49-8 ]
[ 3684-12-6 ]
[ 27356-66-7 ]
[ 1026-05-7 ]

Reference： [1] Advanced Synthesis and Catalysis, 2018, vol. 360, # 9, p. 1754 - 1760

6
[ 100-34-5 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 779-54-4 ]

Reference： [1] Tetrahedron Letters, 1990, vol. 31, # 14, p. 2069 - 2072
[2] Tetrahedron Letters, 1990, vol. 31, # 14, p. 2069 - 2072

7
[ 64-17-5 ]
[ 62-53-3 ]
[ 91-55-4 ]
[ 1026-05-7 ]
[ 32142-34-0 ]
[ 808758-69-2 ]
[ 1780-19-4 ]

Reference： [1] Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013, vol. 43, # 4, p. 500 - 508

8
[ 64-17-5 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1969, vol. 42, p. 2885

[ 1026-05-7 ] Synthesis Path-Downstream 1~20

1
[ 1026-05-7 ]
[ 142-04-1 ]
[ 91-63-4 ]

Reference： [1]Zhurnal Obshchei Khimii,1954,vol. 24,p. 131; engl. Ausg. S. 127

2
[ 64-17-5 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1969,vol. 42,p. 2885

3
[ 100-34-5 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 779-54-4 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 2069 - 2072
[2]Tetrahedron Letters,1990,vol. 31,p. 2069 - 2072

4
[ 2028-84-4 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 33863-77-3 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 2069 - 2072

5
[ 4346-59-2 ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 112825-69-1 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 2069 - 2072

8
[ 1026-05-7 ]
[ 122-01-0 ]
[ 303226-75-7 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; In ethyl acetate;	Example 2 (4-Anilino-2-methyl-3,4-dihydro-1(2H)-quinolinyl)(4-chlorophenyl)methanone Under ice cooling, p-chlorobenzoyl chloride (0.35 g) was added to a pyridine (15 ml) solution of trans-N-(2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)-N-phenylamine (0.46 g). After stirring overnight at room temperature, ethyl acetate was added to the reaction solution followed by washing with water. After drying, the reaction mixture was concentrated. The residue was recrystallized from IPE/ethyl acetate to give the title compound (0.4 g). The compounds of EXAMPLES 2-2 to 2-9 were synthesised by the similar procedures. IPE, Hex and EtOAc denote isopropyl ether, hexane and ethyl acetate, respectively, and the stereochemistry denotes stereochemistry between NHAr1 and R2.

Reference： [1]Patent: US2003/216398,2003,A1

9
[ 1026-05-7 ]
[ 300690-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In tetrahydrofuran; water;	Example 1 Cis-(4-Anilino-2-methyl-3,4-dihydro-1(2H)-quinolinyl)(2-thienyl)methanone Under ice cooling, an acid chloride (0.42 g) was dropwise added to a THF (20 ml) solution of <strong>[1026-05-7]cis-N-(2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)-N-phenylamine</strong> (0.66 g), and triethylamine (0.5 ml) was further added to the mixture. After stirring overnight at room temperature, water was added to the reaction solution followed by extraction with ethyl acetate. The organic phase was washed with water, dried and then concentrated. The residue was recrystallized from IPE to give the title compound (0.7 g). The compounds of EXAMPLES 1-2 to 1-5 were synthesised by the similar procedures. IPE, Hex and EtOAc denote isopropyl ether, hexane and ethyl acetate, respectively, and the stereochemistry denotes stereochemistry between NHAr1 and R2.

Reference： [1]Patent: US2003/216398,2003,A1

10
phenylvinylamine [ No CAS ]
[ 75-07-0 ]
[ 62-53-3 ]
[ 1026-05-7 ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of aniline (1 eq) and aldehyde (1 eq) in dry toluene is added, AT-78 C, BF3. ET20 (0,1 eq). After stirring for 10 min, appropriate substituted phenyl vinyl amine (1,7 eq) in dry toluene is added. The reaction mixture is stirred for 30 min. Then saturated aqueous NAHCO3 is added, and the product is extracted with ether. After usual workup the crude product is purified by chromatography on silica gel.

Reference： [1]Patent: WO2004/72041,2004,A1 .Location in patent: Page/Page column 79-80

11
[ 2235-00-9 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 1026-05-7 ]

Yield	Reaction Conditions	Operation in experiment
	With poly(2-bromo aniline)-bromide salt; In neat (no solvent); at 80℃; for 0.5h;Green chemistry;	General procedure: A mixture of aromatic amine (2 mmol), N-vinyl lactam (1 mmol) and P2BrABr catalyst (14 wt.% with respect to aromatic amine) under solvent-free conditions was stirred at 80 C for a particular period of time. Ethyl acetate was added to the reaction mixture. The catalyst was separated by simple filtration. Ethyl acetate solution was washed with water, followed by brine, dried over anhydrous Na2SO4, and concentrated. The products were isolated by column chromatography using silica gel (60-120 mesh) and eluted with petroleum ether. All of the products were authenticated by 1H NMR and mass spectroscopy data [18,21,22]. The recyclability experiment was carried out using the recovered catalyst, wherein, the recovered catalyst was washed with acetone and dried in an oven at 50 C for 10 min.
	With N,4-poly(2-bromoaniline) hydrobromide; In neat (no solvent); at 80℃; for 0.5h;Green chemistry;	General procedure: A mixture of aromatic amine (2 mmol), N-vinyl lactam (1 mmol) and P2BrABr catalyst (14 wt.% with respect to aromatic amine) under solvent-free conditions was stirred at 80 C for a particular period of time. Ethyl acetate was added to the reaction mixture. The catalyst was separated by simple filtration. Ethyl acetate solution was washed with water, followed by brine, dried over anhydrous Na2SO4, and concentrated. The products were isolated by column chromatography using silica gel (60-120 mesh) and eluted with petroleum ether. All of the products were authenticated by 1H NMR and mass spectroscopy data [18,21,22]. The recyclability experiment was carried out using the recovered catalyst, wherein, the recovered catalyst was washed with acetone and dried in an oven at 50 C for 10 min.

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 6779 - 6782
[2]Catalysis Communications,2014,vol. 57,p. 94 - 98
[3]Catalysis Communications,2014,vol. 57,p. 94 - 98

12
[ 3195-78-6 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 1026-05-7 ]

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 6779 - 6782

13
[ 1026-05-7 ]
[ 91-63-4 ]
[ 103-69-5 ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 7670 - 7673

14
[ 1026-05-7 ]
[ 91-63-4 ]
[ 62-53-3 ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 7670 - 7673

15
[ 1026-05-7 ]
[ 1026-05-7 ]
[ 1026-05-7 ]

Reference： [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 7670 - 7673

16
[ 64-17-5 ]
[ 62-53-3 ]
[ 91-55-4 ]
[ 1026-05-7 ]
[ 32142-34-0 ]
[ 808758-69-2 ]
[ 1780-19-4 ]

Reference： [1]Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry,2013,vol. 43,p. 500 - 508

17
[ 1484-13-5 ]
[ 62-53-3 ]
[ 1026-05-7 ]
[ 1026-05-7 ]

Yield	Reaction Conditions	Operation in experiment
	With poly(2-bromo aniline)-bromide salt; In neat (no solvent); at 80℃; for 0.0833333h;Green chemistry;	General procedure: A mixture of aromatic amine (2 mmol), N-vinyl lactam (1 mmol) and P2BrABr catalyst (14 wt.% with respect to aromatic amine) under solvent-free conditions was stirred at 80 C for a particular period of time. Ethyl acetate was added to the reaction mixture. The catalyst was separated by simple filtration. Ethyl acetate solution was washed with water, followed by brine, dried over anhydrous Na2SO4, and concentrated. The products were isolated by column chromatography using silica gel (60-120 mesh) and eluted with petroleum ether. All of the products were authenticated by 1H NMR and mass spectroscopy data [18,21,22]. The recyclability experiment was carried out using the recovered catalyst, wherein, the recovered catalyst was washed with acetone and dried in an oven at 50 C for 10 min.
	With N,4-poly(2-bromoaniline) hydrobromide; In neat (no solvent); at 80℃; for 0.0833333h;Green chemistry;	General procedure: A mixture of aromatic amine (2 mmol), N-vinyl lactam (1 mmol) and P2BrABr catalyst (14 wt.% with respect to aromatic amine) under solvent-free conditions was stirred at 80 C for a particular period of time. Ethyl acetate was added to the reaction mixture. The catalyst was separated by simple filtration. Ethyl acetate solution was washed with water, followed by brine, dried over anhydrous Na2SO4, and concentrated. The products were isolated by column chromatography using silica gel (60-120 mesh) and eluted with petroleum ether. All of the products were authenticated by 1H NMR and mass spectroscopy data [18,21,22]. The recyclability experiment was carried out using the recovered catalyst, wherein, the recovered catalyst was washed with acetone and dried in an oven at 50 C for 10 min.

Reference： [1]Catalysis Communications,2014,vol. 57,p. 94 - 98
[2]Catalysis Communications,2014,vol. 57,p. 94 - 98

18
[ 1026-05-7 ]
[ 91-63-4 ]

Yield	Reaction Conditions	Operation in experiment
88%	With N-hydroxy-3,4,5,6-tetrachlorophthalimide; 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; In acetonitrile; at 25.0℃; for 5h;Irradiation; Green chemistry;	Take a 10mL reaction flask and add 47.6mg (0.2mmol)2-methyl-4-N-phenyl-tetrahydroquinolin-4-amine,DPZ (0.28 mg, 0.0008 mmol), Cl4-NHPI (6.0 mg, 0.02 mmol),Then add 2mL of acetonitrile,Caps are capped without tightening and the reaction flask is placed in a 25C incubator.The reaction was stirred for 5 hours under irradiation with a 3W blue LED lamp. After the reaction is over,Evaporate the solution with a rotary evaporator, add a little dichloromethane to separate directly by column chromatography (n-hexane/ethyl acetate 50 to 20:1) to obtain 25 mg of colorless oily liquid 2-methylquinoline in a yield of 88%.

Reference： [1]Patent: CN108017579,2018,A .Location in patent: Paragraph 0008; 0011
[2]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1754 - 1760

19
[ 15727-49-8 ]
[ 3684-12-6 ]
[ 27356-66-7 ]
[ 1026-05-7 ]

Reference： [1]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1754 - 1760

20
[ 15727-49-8 ]
[ 1026-05-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	With 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; In chloroform; toluene; at 25.0℃; for 15h;Molecular sieve; Sealed tube; Irradiation; Green chemistry;	Will dissolve in 200muLOrganic photocatalyst DPZ in toluene (0.28 mg, 0.0008 mmol)Take a 10mL reaction flask,Dry the toluene with an air pump and add 66 mg (0.4 mmol)2-phenylaminopropionic acid and 100mg 4A molecular sieves,Then add 4mL purified and dried chloroform and seal the bottle mouth with a rubber stopper.And insert a balloon filled with dry air. Place the reaction flask in a 25C incubator.The reaction was stirred for 15 hours under the irradiation of two 1W blue LED lamps.After the reaction is complete, use a rotary evaporator to distill 2/3 of the solution.Separation by column chromatography (hexane/ethyl acetate 60-30:1)That is, 39.1 mg of 2-methyl-4-N-phenyl-tetrahydroquinolin-4-amine are obtained as a colorless oily liquid.The yield was 82%.

Reference： [1]Patent: CN108017579,2018,A .Location in patent: Paragraph 0008; 0011; 0012

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P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
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

[ CAS No. 1026-05-7 ]

Quality Control of [ 1026-05-7 ]

Related Doc. of [ 1026-05-7 ]

Product Details of [ 1026-05-7 ]

Calculated chemistry of [ 1026-05-7 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1026-05-7 ]

Application In Synthesis of [ 1026-05-7 ]

[ 1026-05-7 ] Synthesis Path-Upstream 1~8

[ 1026-05-7 ] Synthesis Path-Downstream 1~20

Related Functional Groups of [ 1026-05-7 ]

Aryls

Amines

Related Parent Nucleus of [ 1026-05-7 ]

Tetrahydroquinolines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1026-05-7 ]

Related Parent Nucleus of
[ 1026-05-7 ]