[ CAS No. 15297-33-3 ] {[proInfo.proName]}

Name: 15297-33-3|(R)-N-Methyl-1-(naphthalen-1-yl)ethanamine|95%
Brand: Ambeed
SKU: A126148
Price: 45.0 USD
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Quality Control of [ 15297-33-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 15297-33-3 ]

SDS Specification

Alternatived Products of [ 15297-33-3 ]

Product Details of [ 15297-33-3 ]

CAS No. :	15297-33-3	MDL No. :	MFCD00137641
Formula :	C₁₃H₁₅N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YYETYHLXPGYQPZ-SNVBAGLBSA-N
M.W :	185.26	Pubchem ID :	16213037
Synonyms :

Calculated chemistry of [ 15297-33-3 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.23
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	61.33
TPSA :	12.03 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.34 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.54
Log Po/w (XLOGP3) :	2.94
Log Po/w (WLOGP) :	2.8
Log Po/w (MLOGP) :	3.12
Log Po/w (SILICOS-IT) :	3.18
Consensus Log Po/w :	2.91

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.24
Solubility :	0.107 mg/ml ; 0.000579 mol/l
Class :	Soluble
Log S (Ali) :	-2.85
Solubility :	0.259 mg/ml ; 0.0014 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.95
Solubility :	0.00209 mg/ml ; 0.0000113 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.27

Safety of [ 15297-33-3 ]

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

Application In Synthesis of [ 15297-33-3 ]

* 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 [ 15297-33-3 ]
Downstream synthetic route of [ 15297-33-3 ]

[ 15297-33-3 ] Synthesis Path-Upstream 1~3

1
[ 71872-01-0 ]
[ 15297-33-3 ]

Reference： [1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 21, p. 6082 - 6102
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 16, p. 5228 - 5240
[3] Journal of Organic Chemistry, 1998, vol. 63, # 6, p. 2022 - 2030

2
[ 15297-34-4 ]
[ 1310-73-2 ]
[ 15297-33-3 ]

Reference： [1] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 482 - 496

3
[ 3886-70-2 ]
[ 15297-33-3 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 6, p. 2022 - 2030
[2] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 482 - 496
[3] Organic and Biomolecular Chemistry, 2015, vol. 13, # 21, p. 6082 - 6102
[4] European Journal of Organic Chemistry, 2018, vol. 2018, # 17, p. 1975 - 1983

[ 15297-33-3 ] Synthesis Path-Downstream 1~64

1
[ 71872-01-0 ]
[ 15297-33-3 ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 6082 - 6102
[2]Journal of Medicinal Chemistry,2009,vol. 52,p. 5228 - 5240
[3]Journal of Organic Chemistry,1998,vol. 63,p. 2022 - 2030

2
[ 15297-33-3 ]
[ 513-31-5 ]
(2-Bromo-allyl)-methyl-((R)-1-naphthalen-1-yl-ethyl)-amine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 2022 - 2030

3
[ 15297-33-3 ]
[ 192124-66-6 ]
[3-(tert-butoxycarbonyl-[methyl-(1-naphthalen-1-yl-ethyl)-carbamoyl]-methyl}-amino)-propyl]-carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 10320 - 10335

4
[ 38274-14-5 ]
[ 15297-33-3 ]
6-methyl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

5
[ 15297-33-3 ]
[ 139253-13-7 ]
4,8-dibromo-2,10-di-tert-butyl-3,9-dimethoxy-6-methyl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

6
[ 15297-33-3 ]
[ 600172-57-4 ]
2,10-di-tert-butyl-3,9-dimethoxy-6-methyl-6-(1-naphthalen-1-yl-ethyl)-4,8-diphenyl-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

7
[ 15297-33-3 ]
[ 600172-58-5 ]
2,10-di-tert-butyl-3,9-dimethoxy-4,8-bis-(4-methoxy-phenyl)-6-methyl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

8
[ 15297-33-3 ]
C₄₄H₄₄Br₂O₂ [ No CAS ]
2,10-di-tert-butyl-3,9-dimethoxy-6-methyl-4,8-di-naphthalen-2-yl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

9
[ 15297-33-3 ]
[ 600172-59-6 ]
2,10-di-tert-butyl-4,8-bis-(4-tert-butyl-phenyl)-3,9-dimethoxy-6-methyl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

10
[ 15297-33-3 ]
[ 600172-60-9 ]
4,8-bis-biphenyl-4-yl-2,10-di-tert-butyl-3,9-dimethoxy-6-methyl-6-(1-naphthalen-1-yl-ethyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium; bromide [ No CAS ]

Reference： [1]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

11
[ 15297-33-3 ]
2,2'-Bis-bromomethyl-3,3'-bis-(3,5-(trifluoromethyl)phenyl)-5,5'-di-tert-butyl-4,4'-dimethoxy-1,1'-biphenyl [ No CAS ]
(R)-2,10-di-tert-butyl-3,9-dimethoxy-6-methyl-6-(1-naphthalen-1-ylethyl)-4,8-bis(3,5-bistrifluoromethylphenyl)-6,7-dihydro-5H-dibenzo[c,e]azepinium bromide [ No CAS ]

Reference： [1]Synlett,2009,p. 675 - 680
[2]Tetrahedron Letters,2003,vol. 44,p. 5629 - 5632

12
[ 15297-33-3 ]
2-(3-amino-propylamino)-N-methyl-N-(1-naphthalen-1-yl-ethyl)-acetamide; compound with trifluoro-acetic acid [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 10320 - 10335

13
[ 3886-70-2 ]
[ 15297-33-3 ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 2022 - 2030
[2]European Journal of Medicinal Chemistry,2013,vol. 68,p. 482 - 496
[3]Organic and Biomolecular Chemistry,2015,vol. 13,p. 6082 - 6102
[4]European Journal of Organic Chemistry,2018,vol. 2018,p. 1975 - 1983

14
[ 15297-33-3 ]
[ 100-52-7 ]
[ 135-19-3 ]
[ 1020168-34-6 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 612 - 617

15
[ 15297-33-3 ]
[ 18880-00-7 ]
[ 1200401-05-3 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 2h;Reflux; Inert atmosphere;	General procedure: N-Methyl-1-(naphthalen-1-yl)ethanamine (8) (0.37g, 2.00mmol), N,N-diisopropylethylamine (0.39g, 3.02mmol), 1-(bromomethyl)-4-tert-butylbenzene (0.50g, 2.20mmol) and acetonitrile (5mL) were mixed and stirred at reflux under an N2-atmosphere for 2h. The solvent was then removed at reduced pressure and CH2Cl2 (5mL) was added. The dichloromethane phase was washed with water (5mL) and the water phase was back extracted with CH2Cl2 (3×5mL). The combined organic fractions were dried over Na2SO4, and concentrated in vacuum. The crude product was purified by silica-gel column chromatography. Alternatively, the purification was done by filtration through a short silica-gel column (pentane:EtOAc, 9:1), followed by precipitation as it hydrochloride salt by addition of HCl saturated ether. The solid material was washed with cold pentane. Alternatively, using 8·HCl the reaction was run similarly, but employing a 3-fold excess of N,N-diisopropylethylamine.

Reference： [1]Tetrahedron,2009,vol. 65,p. 9807 - 9813
[2]European Journal of Medicinal Chemistry,2013,vol. 68,p. 482 - 496

16
[ 118-90-1 ]
[ 15297-33-3 ]
[ 1208112-23-5 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 5228 - 5240

17
[ 15297-33-3 ]
[ 589-15-1 ]
(R)-N-(4-bromobenzyl)-N-methyl-1-(naphthalen-1-yl)ethanamine [ No CAS ]