Home Cart 0 Sign in  

[ CAS No. 36476-87-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 36476-87-6
Chemical Structure| 36476-87-6
Structure of 36476-87-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 36476-87-6 ]

Related Doc. of [ 36476-87-6 ]

Alternatived Products of [ 36476-87-6 ]

Product Details of [ 36476-87-6 ]

CAS No. :36476-87-6 MDL No. :MFCD01566539
Formula : C17H17NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :BRSCYENHLCPOAU-UHFFFAOYSA-N
M.W : 267.32 Pubchem ID :2735440
Synonyms :

Calculated chemistry of [ 36476-87-6 ]

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.24
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 81.59
TPSA : 40.54 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.27
Log Po/w (XLOGP3) : 0.48
Log Po/w (WLOGP) : 2.09
Log Po/w (MLOGP) : 2.62
Log Po/w (SILICOS-IT) : 2.67
Consensus Log Po/w : 2.03

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.98
Solubility : 2.8 mg/ml ; 0.0105 mol/l
Class : Very soluble
Log S (Ali) : -0.9
Solubility : 33.6 mg/ml ; 0.126 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -4.27
Solubility : 0.0143 mg/ml ; 0.0000533 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.64

Safety of [ 36476-87-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 36476-87-6 ]

* 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 [ 36476-87-6 ]
  • Downstream synthetic route of [ 36476-87-6 ]

[ 36476-87-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 36476-87-6 ]
  • [ 74-88-4 ]
  • [ 53871-06-0 ]
YieldReaction ConditionsOperation in experiment
80.8% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20.5 h; Potassium carbonate (6.53 g) and iodomethane (0.976 ml) were added to a solution of 1-benzhydrylazetidine-3-carboxylic acid (4.20 g) in N,N-dimethylformamide (45 ml), followed by stirring at room temperature for 20.5 hours. The reaction mixture was poured into ice water, and extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography (eluent; heptane:ethyl acetate=5:1, then 3:1). The fractions containing the target compound were concentrated to give the title compound (3.57 g, 80.8percent) as yellow crystals.1H-NMR Spectrum (CDCl3) δ (ppm): 3.26 (2H, m), 3.31 (1H, m), 3.44 (2H, m), 3.69 (3H, s), 4.38 (1H, s), 7.16-7.20 (2H, m), 7.25-7.28 (4H, m), 7.39-7.41 (4H, m).ESI-MS (m/z): 282[M+H]+.
80.8% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20.5 h; (Production Example 84) Methyl 1-benzhydrylazetidine-3-carboxylate
A solution of 1-benzhydrylazetidine-3-carboxylic acid (4.20 g) in N,N-dimethylformamide (45 ml) were added potassium carbonate (6.53 g) and iodomethane (0.976 ml), followed by stirring at room temperature for 20.5 hr.
The reaction mixture was poured into ice water, and extracted with ethyl acetate.
The organic layer was washed with brine, and dried over anhydrous sodium sulfate.
The solvent was removed, and the residue was purified by silica gel column chromatography (eluent; heptane:ethyl acetate = 5:1, then 3:1).
Fractions containing the target compound were concentrated to provide the titled compound as yellow crystals (3.57 g, 80.8 percent).
1H-NMR Spectrum (CDCl3) δ (ppm): 3.26 (2H, m), 3.31 (1H, m), 3.44 (2H, m), 3.69 (3H, s), 4.38 (1H, s), 7.16-7.20 (2H, m), 7.25-7.28 (4H, m), 7.39-7.41 (4H, m). ESI-MS (m/z): 282 [M+H]+.
Reference: [1] Patent: US2008/214815, 2008, A1, . Location in patent: Page/Page column 14
[2] Patent: EP1889836, 2008, A1, . Location in patent: Page/Page column 80
  • 2
  • [ 67-56-1 ]
  • [ 36476-87-6 ]
  • [ 53871-06-0 ]
Reference: [1] Patent: US2010/249399, 2010, A1, . Location in patent: Page/Page column 21
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 36476-87-6 ]

Aryls

Chemical Structure| 53871-06-0

[ 53871-06-0 ]

Methyl 1-benzhydrylazetidine-3-carboxylate

Similarity: 0.90

Chemical Structure| 570423-68-6

[ 570423-68-6 ]

1-(4-Nonylbenzyl)azetidine-3-carboxylic acid

Similarity: 0.88

Chemical Structure| 94985-27-0

[ 94985-27-0 ]

1-Benzylazetidine-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 887591-82-4

[ 887591-82-4 ]

Ethyl 1-benzhydrylazetidine-3-carboxylate

Similarity: 0.87

Chemical Structure| 72351-37-2

[ 72351-37-2 ]

1-Benzhydrylazetidine-3-carbaldehyde

Similarity: 0.85

Carboxylic Acids

Chemical Structure| 570423-68-6

[ 570423-68-6 ]

1-(4-Nonylbenzyl)azetidine-3-carboxylic acid

Similarity: 0.88

Chemical Structure| 94985-27-0

[ 94985-27-0 ]

1-Benzylazetidine-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 106014-87-3

[ 106014-87-3 ]

1-Benzylazetidine-3,3-dicarboxylic acid

Similarity: 0.84

Chemical Structure| 889952-36-7

[ 889952-36-7 ]

1-(1-Benzylpiperidin-4-yl)azetidine-3-carboxylic acid

Similarity: 0.83

Related Parent Nucleus of
[ 36476-87-6 ]

Azetidines

Chemical Structure| 53871-06-0

[ 53871-06-0 ]

Methyl 1-benzhydrylazetidine-3-carboxylate

Similarity: 0.90

Chemical Structure| 570423-68-6

[ 570423-68-6 ]

1-(4-Nonylbenzyl)azetidine-3-carboxylic acid

Similarity: 0.88

Chemical Structure| 94985-27-0

[ 94985-27-0 ]

1-Benzylazetidine-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 887591-82-4

[ 887591-82-4 ]

Ethyl 1-benzhydrylazetidine-3-carboxylate

Similarity: 0.87

Chemical Structure| 72351-37-2

[ 72351-37-2 ]

1-Benzhydrylazetidine-3-carbaldehyde

Similarity: 0.85