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[ CAS No. 63-64-9 ]

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3d Animation Molecule Structure of 63-64-9
Chemical Structure| 63-64-9
Chemical Structure| 63-64-9
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Product Details of [ 63-64-9 ]

CAS No. :63-64-9 MDL No. :MFCD00837593
Formula : C10H15NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :XQODFBIAQVJQHF-UHFFFAOYSA-N
M.W :181.23 Pubchem ID :592161
Synonyms :

Calculated chemistry of [ 63-64-9 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.4
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 52.0
TPSA : 30.49 Ų

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) : -6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.47
Log Po/w (XLOGP3) : 0.86
Log Po/w (WLOGP) : 1.27
Log Po/w (MLOGP) : 1.22
Log Po/w (SILICOS-IT) : 1.86
Consensus Log Po/w : 1.54

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.58
Solubility : 4.73 mg/ml ; 0.0261 mol/l
Class : Very soluble
Log S (Ali) : -1.08
Solubility : 14.9 mg/ml ; 0.0824 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.5
Solubility : 0.0578 mg/ml ; 0.000319 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.33

Safety of [ 63-64-9 ]

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

Application In Synthesis of [ 63-64-9 ]

* 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 [ 63-64-9 ]

[ 63-64-9 ] Synthesis Path-Downstream   1~68

  • 1
  • [ 27602-80-8 ]
  • [ 63-64-9 ]
  • 3-(methyl-veratryl-amino)-1-(3.4-dimethoxy-phenyl)-propanol-(2) [ No CAS ]
  • 2
  • [ 859741-89-2 ]
  • [ 63-64-9 ]
  • <i>N,N,N',N'</i>-tetramethyl-<i>N,N'</i>-diveratryl-<i>N,N'</i>-(3,14-dioxa-hexadecanediyl)-di-ammonium; diperchlorate [ No CAS ]
  • 4
  • [ 5437-82-1 ]
  • [ 63-64-9 ]
  • N',N'-Diethyl-β-(N-methyl-3,4-dimethoxy-benzylamino)-propionamid [ No CAS ]
  • 6
  • [ 63-64-9 ]
  • [ 85175-59-3 ]
  • 3-{3-[(3,4-Dimethoxy-benzyl)-methyl-amino]-propyl}-7,8-dimethoxy-1,3-dihydro-benzo[d]azepin-2-one [ No CAS ]
  • 7
  • [ 63-64-9 ]
  • [ 114432-17-6 ]
  • [ 114432-94-9 ]
  • 8
  • [ 63-64-9 ]
  • [ 114432-46-1 ]
  • [ 138697-53-7 ]
  • 9
  • [ 63-64-9 ]
  • [ 532-27-4 ]
  • [ 128942-54-1 ]
  • 10
  • [ 63-64-9 ]
  • [ 70-11-1 ]
  • [ 128942-54-1 ]
  • 11
  • [ 63-64-9 ]
  • [ 2032-35-1 ]
  • [ 78373-65-6 ]
  • 12
  • 6-benzyl-3-tert-butoxycarbonyl-4,5,6,7-tetrahydro-2-(4-nitrophenoxycarbonylamino)thieno[2,3-c]pyridin-6-ium hydrochloride [ No CAS ]
  • [ 63-64-9 ]
  • [ 872531-10-7 ]
  • 13
  • [ 63-64-9 ]
  • [ 2169-98-4 ]
  • 14
  • [ 63-64-9 ]
  • 2-[4,8-bis-[(3,4-dimethoxy-benzyl)-methyl-amino]-6-(2-hydroxy-ethylamino)-pyrimido[5,4-<i>d</i>]pyrimidin-2-ylamino]-ethanol [ No CAS ]
  • 15
  • [ 63-64-9 ]
  • 1-[4,8-bis-[(3,4-dimethoxy-benzyl)-methyl-amino]-6-(2-hydroxy-propylamino)-pyrimido[5,4-<i>d</i>]pyrimidin-2-ylamino]-propan-2-ol [ No CAS ]
  • 16
  • [ 63-64-9 ]
  • 3-[4,8-bis-[(3,4-dimethoxy-benzyl)-methyl-amino]-6-(3-hydroxy-propoxy)-pyrimido[5,4-<i>d</i>]pyrimidin-2-yloxy]-propan-1-ol [ No CAS ]
  • 17
  • [ 63-64-9 ]
  • 4-{3-[(3,4-Dimethoxy-benzyl)-methyl-amino]-propyl}-2-methyl-phenylamine [ No CAS ]
  • 19
  • [ 63-64-9 ]
  • [ 143667-02-1 ]
  • 20
  • [ 63-64-9 ]
  • [ 143666-74-4 ]
  • 21
  • [ 63-64-9 ]
  • [ 163981-87-1 ]
  • 22
  • [ 63-64-9 ]
  • [ 143665-53-6 ]
  • 23
  • [ 63-64-9 ]
  • [ 143665-56-9 ]
  • 24
  • [ 63-64-9 ]
  • N-[4-[4-[[(3,4-dimethoxyphenyl)methyl]methylamino]butyl]phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 25
  • [ 63-64-9 ]
  • N-[4-[5-[[(3,4-Dimethoxyphenyl)methyl]methylamino]pentyl]phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 26
  • [ 63-64-9 ]
  • N-[4-[[3-[[(3,4-dimethoxyphenyl)methyl]methylamino]propyl]thio]phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 27
  • [ 63-64-9 ]
  • N-[4-[4-[[(3,4-Dimethoxyphenyl)methyl]methylamino]-2-butenyl]phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 28
  • [ 63-64-9 ]
  • 5-Amino-N-[4-[4-[[(3,4-dimethoxyphenyl)methyl]methylamino]butyl]phenyl]-9,10-dihydro-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 29
  • [ 63-64-9 ]
  • N-[4-[4-[[(3,4-Dimethoxyphenyl)methyl]methylamino]butyl]phenyl]-9,10-dihydro-7-methoxy-9-oxo-4-acridinecarboxamide [ No CAS ]
  • 34
  • [ 63-64-9 ]
  • [ 128942-60-9 ]
  • 35
  • [ 63-64-9 ]
  • 1,2-Dihydro-2-methyl-4-phenyl-6,7-dimethoxyisoquinoline [ No CAS ]
  • 37
  • ethereal citric acid [ No CAS ]
  • [ 63-64-9 ]
  • [ 145654-01-9 ]
  • 4-Methoxy-3-propargyloxy-1-[[N-(methyl)-(3,4-dimethoxyphenethyl)amino]methyl]benzene Citrate Monohydrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; sodium tris(acetoxy)borohydride; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; EXAMPLE 22 4-Methoxy-3-propargyloxy-1-[[N-(methyl)-(3,4 dimethoxyphenethyl)amino]methyl]benzene Citrate Monohydrate To a solution of 4-methoxy-3-propargyloxybenzaldehyde(5.07 g) in 1,2-dichloroethane(50 ml) was added <strong>[63-64-9]N-methylveratrylamine</strong> (4.9 ml) followed by sodium triacetoxyborohydride (8.48 g), with stirring. The reaction mixture was stirred at ambient temperature for 1 hr, 1,2-dichloroethane (50 ml) was added, and the reaction mixture stirred at ambient temperature for 0.5 hr. The reaction mixture was poured into ice/10% sodium hydroxide solution (250 ml) and extracted with chloroform. The organic extracts were combined, washed with water, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was dissolved in dichloromethane and high performance liquid chromatographed, eluding with 2% methanol:dichloromethane. The appropriate fractions were collected and concentrated to give 8.27 g (84%) of product, as the free base. The free base was dissolved in diethyl ether, and ethereal citric acid was added. The precipitate was collected to give product, mp 40-80 C. Analysis: Calculated for C28H37NO12: 58.02%; C, 6.43%; H, 2.42%; N, Found: 58.19%; C, 6.21%; H, 2.27%; N.
  • 38
  • [ 120-14-9 ]
  • [ 63-64-9 ]
YieldReaction ConditionsOperation in experiment
With methylamine;palladium-carbon; In ethanol; water; toluene; REFERENCE EXAMPLE 1 Preparation of N-(3,4-dimethoxybenzyl)methylamine 41.5 g (0.25 mol) of veratraldehyde was suspended in 100 ml of water, and 29 ml of a 40% methylamine aqueous solution was dropwise added over a period of 15 minutes under cooling with ice. The mixture was stirred overnight at room temperature. 500 ml of toluene was added to the reaction solution. The organic layer was separated, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 49.8 g of oily residue of N-(3,4-dimethoxybenzylidene)methylamine. This oily residue was dissolved in 300 ml of ethanol, and 10 g of 10% palladium carbon was added. Under a hydrogen gas stream, catalytic reduction was conducted for 7 hours. The catalyst was removed from the reaction solution, and the solvent was distilled off under reduced pressure to obtain 45 g (yield: 100%) of the above identified compound as oily residue. NMRdelta(CDCl3): 1.67(1H, s), 2.45(3H, s), 3.68(2H, s), 3.89(6H, s), 6.80-6.95(3H, m)
  • 39
  • 3-chloro-N-3-(trifluoromethyl)phenyl-propanesulfonamide [ No CAS ]
  • [ 63-64-9 ]
  • 3-[[(3,4-Dimethoxyphenyl)methyl]methylamino]-N-[3-(trifluoromethyl)phenyl]propanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 5,5-dimethyl-1,3-cyclohexadiene; EXAMPLE 12 3-[[(3,4-Dimethoxyphenyl)methyl]methylamino]-N-[3-(trifluoromethyl)phenyl]propanesulfonamide The title compound was prepared by reaction of 3-chloro-N-3-(trifluoromethyl)phenyl-propanesulfonamide with N-methyl-3,4-dimethoxybenzylamine in xylene as in previous examples. Analysis for: C20 H25 N2 O4 SF3: Calculated: C, 53.80; H, 5.64; N, 6.27. Found: C, 53.34; H, 5.62; N, 6.04.
In 5,5-dimethyl-1,3-cyclohexadiene; EXAMPLE 12 3-[[(3,4-Dimethoxyphenyl)methyl]methylamino]-N-[3-(trifluoromethyl)phenyl]propanesulfonamide The title compound was prepared by reaction of 3-chloro-N-3-(trifluoromethyl)phenyl-propanesulfonamide with N-methyl-3,4-dimethoxybenzylamine in xylene as in previous examples. Analysis for C20 H25 N2 O4 SF3: Calculated: C, 53.80; H, 5.64; N, 6.27; Found: C, 53.34; H, 5.62; N, 6.04.
  • 40
  • [ 63-64-9 ]
  • [ 155868-60-3 ]
  • 1-Methyl-3-{6-[N-methyl-N-(3,4-dimethoxybenzyl)amino]hexanoyl}indole [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 78 1-Methyl-3-{6-[N-methyl-N-(3,4-dimethoxybenzyl)amino]hexanoyl}indole (Compound No. 1-293) A procedure similar to that described in Example 53 was repeated, but using 1-methyl-3-(6-bromohexanoyl)indole and N -methyl- N -(3,4-dimethoxybenzyl)amine as starting materials, in relative proportions similar to those used in that Example, to obtain the title compound as an oil, with an Rf value of 0.30, using ethyl acetate as developing solvent.
  • 41
  • trichloromethyl chloroformate ("diphosgene") [ No CAS ]
  • [ 63-64-9 ]
  • [ 120-14-9 ]
  • [ 426813-77-6 ]
YieldReaction ConditionsOperation in experiment
In pyridine; V. Synthesis of 3,4-dimethoxybenzyl(methyl)carbamoyl Chloride 1.00 g (5.52 mmol) of 3,4-dimethoxybenzyl-N-methylamine (obtainable by reductive amination from 3,4-dimethoxybenzaldehyde) are dissolved in 20 ml of anhydrous pyridine. 0.60 g (0.37 mmol, 3.04 mmol) of trichloromethyl chloroformate ("diphosgene") is added, and the mixture is left to stir at room temperature overnight. The solution is employed without workup directly in the next stage.
  • 43
  • [ 63-64-9 ]
  • [ 1025423-95-3 ]
  • 44
  • [ 959757-97-2 ]
  • [ 63-64-9 ]
  • [ 1147090-59-2 ]
  • 45
  • [ 63-64-9 ]
  • [ 359868-65-8 ]
  • [ 1147090-58-1 ]
  • 46
  • [ 63-64-9 ]
  • [ 122-78-1 ]
  • [ 536-74-3 ]
  • [ 1161830-98-3 ]
  • 47
  • [ 50-00-0 ]
  • [ 64-17-5 ]
  • [ 63-64-9 ]
  • [ 1208333-36-1 ]
  • 48
  • [ 5326-23-8 ]
  • [ 63-64-9 ]
  • [ 1227299-76-4 ]
YieldReaction ConditionsOperation in experiment
77% at 150℃; A mixture of 5.0 g (31.7 mmol) of 6-chloronicotinic acid and 15.1 ml (79.4 mmol) of 3,4-dimethoxy-N-methylbenzylamine was heated at 150 C. overnight, while stirring. After cooling to RT, 300 ml of ethyl acetate and 600 ml of water were added. The solid formed was filtered off in the course of the phase separation and dried in vacuo. 7.38 g (77% of th.) of the title compound were obtained.1H-NMR (400 MHz, CDCl3, delta/ppm): 8.91 (d, 1H), 8.07-8.02 (dd, 1H), 6.81 (d, 1H), 6.78-6.73 (m, 2H), 6.52 (d, 1H), 4.82 (d, 2H), 3.86 (s, 3H), 3.82 (s, 3H), 3.12 (s, 3H).LC/MS (method I, ESIpos): Rt=0.74 min, m/z=303 [M+H]+.
77% at 150℃; Step 1: 6-[(3,4-Dimethoxybenzyl)(methyl)amino]nicotinic acid With stirring, a mixture of 5.0 g (31.7 mmol) of 6-chloronicotinic acid and 15.1 ml (79.4 mmol) of 3,4-dimethoxy-N-methylbenzylamine was heated at 150 C. overnight. After cooling to RT, 300 ml of ethyl acetate and 600 ml of water were added. The solid formed was removed during phase separation and dried under reduced pressure. This gave 7.38 g (77% of theory) of the title compound. 1H NMR (400 MHz, CDCl3, delta/ppm): 8.91 (d, 1H), 8.07-8.02 (dd, 1H), 6.81 (d, 1H), 6.78-6.73 (m, 2H), 6.52 (d, 1H), 4.82 (d, 2H), 3.86 (s, 3H), 3.82 (s, 3H), 3.12 (s, 3H). LC/MS (Method 5, ESIpos): Rt=0.74 min, m/z=303 [M+H]+.
  • 49
  • [ 5326-23-8 ]
  • [ 63-64-9 ]
  • [ 1227299-80-0 ]
  • 50
  • [ 1225380-34-6 ]
  • [ 63-64-9 ]
  • [ 1227299-96-8 ]
YieldReaction ConditionsOperation in experiment
at 150℃;Inert atmosphere; A mixture of 1.0 g (3.97 mmol) of the compound from Example 45A and 3.8 ml (19.9 mmol) of 3,4-dimethoxy-N-methylbenzylamine was heated at 150 C. under argon overnight, while stirring. After cooling to RT, ethyl acetate and water were added, the phases were separated and the aqueous phase was extracted three times with ethyl acetate. These ethyl acetate extracts were discarded. The aqueous phase was then first adjusted to a pH of 3 with 1 M hydrochloric acid, extracted four times with ethyl acetate, then adjusted to a pH of 7 with sodium bicarbonate solution and extracted again three times with ethyl acetate. The combined ethyl acetate phases were dried over magnesium sulphate, filtered and concentrated. After the residue had been dried in vacuo, 839 mg (49% of th., purity of 92%) of the title compound were obtained.1H-NMR (400 MHz, CDCl3, delta/ppm): 8.10 (s, 1H), 7.32 (d, 1H), 6.81-6.70 (m, 3H), 6.61 (s, 1H), 6.46 (d, 1H), 5.21 (s, 2H), 4.70 (s, 2H), 3.84 (s, 3H), 3.81 (s, 3H), 3.04 (s, 3H), 2.25 (s, 3H).LC/MS (method I, ESIpos): Rt=0.66 min, m/z=397 [M+H]+.
  • 51
  • [ 63-64-9 ]
  • [ 536-74-3 ]
  • [ 563-96-2 ]
  • N-(3,4-dimethoxybenzyl)-N-methyl-1,5-diphenylpent-1-en-4-yn-3-amine [ No CAS ]
  • 52
  • [ 63-64-9 ]
  • [ 590-86-3 ]
  • [ 471-25-0 ]
  • [ 1376386-82-1 ]
  • 53
  • C17H15ClN2O2 [ No CAS ]
  • [ 63-64-9 ]
  • [ 1001192-43-3 ]
  • 54
  • C15H10Cl2N2O2 [ No CAS ]
  • [ 63-64-9 ]
  • [ 1001192-21-7 ]
  • 55
  • [ 6773-29-1 ]
  • [ 63-64-9 ]
  • [ 1393678-70-0 ]
  • 56
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-3-(phenyl)prop-2-en-1-one [ No CAS ]
  • 57
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)-3-methoxyphenyl)-3-phenylprop-2-en-1-one [ No CAS ]
  • 58
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-fimethoxybenzyl)(methyl)amino)-4-(trifluoromethyl)phenyl)-3-phenylprop-2e-n-1-one [ No CAS ]
  • 59
  • [ 63-64-9 ]
  • (E)-1-(4-bromo-2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-3-phenylprop-2-en-1-one [ No CAS ]
  • 60
  • [ 63-64-9 ]
  • (E)-1-(3-((3,4-dimethoxybenzyl)(methyl)amino)thiophen-2-yl)-3-phenylprop-2-en-1-one [ No CAS ]
  • 61
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-non-2-en-1-one [ No CAS ]
  • 62
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-6-methylhept-2-en-1-one [ No CAS ]
  • 63
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-4,4-dimethylpent-2-en-1-one [ No CAS ]
  • 64
  • [ 63-64-9 ]
  • (E)-6-chloro-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)hex-2-en-1-one [ No CAS ]
  • 65
  • [ 63-64-9 ]
  • (E)-7-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-7-oxohept-5-enenitrile [ No CAS ]
  • 66
  • [ 63-64-9 ]
  • (E)-1-(2-((3,4-dimethoxybenzyl)(methyl)amino)phenyl)-3-(trimethylsilyl)prop2-en-1-one [ No CAS ]
  • 67
  • [ 63-64-9 ]
  • [ 89763-93-9 ]
  • 2-((3,4-dimethoxybenzyl)(methyl)amino)-4-trifluoromethylbenzaldehyde [ No CAS ]
  • 68
  • [ 854382-06-2 ]
  • [ 63-64-9 ]
  • N-(3,4-dimethoxybenzyl)-N-methyl-2-((pyridin-4-ylmethyl)amino)nicotinamide [ No CAS ]
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