Home Cart 0 Sign in  
X

[ CAS No. 34595-26-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 34595-26-1
Chemical Structure| 34595-26-1
Chemical Structure| 34595-26-1
Structure of 34595-26-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 34595-26-1 ]

Related Doc. of [ 34595-26-1 ]

Alternatived Products of [ 34595-26-1 ]
Product Citations

Product Details of [ 34595-26-1 ]

CAS No. :34595-26-1 MDL No. :MFCD03419311
Formula : C12H15NO Boiling Point : -
Linear Structure Formula :- InChI Key :SMABIQIPGVQEEX-UHFFFAOYSA-N
M.W : 189.25 Pubchem ID :2062157
Synonyms :

Calculated chemistry of [ 34595-26-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.42
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 61.28
TPSA : 20.31 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) : -5.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.24
Log Po/w (XLOGP3) : 2.35
Log Po/w (WLOGP) : 2.11
Log Po/w (MLOGP) : 1.92
Log Po/w (SILICOS-IT) : 2.72
Consensus Log Po/w : 2.27

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.68
Solubility : 0.396 mg/ml ; 0.00209 mol/l
Class : Soluble
Log S (Ali) : -2.42
Solubility : 0.726 mg/ml ; 0.00383 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.07
Solubility : 0.16 mg/ml ; 0.000847 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.29

Safety of [ 34595-26-1 ]

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 [ 34595-26-1 ]

* 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 [ 34595-26-1 ]
  • Downstream synthetic route of [ 34595-26-1 ]

[ 34595-26-1 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 110-89-4 ]
  • [ 446-52-6 ]
  • [ 34595-26-1 ]
YieldReaction ConditionsOperation in experiment
92% With potassium carbonate In DMF (N,N-dimethyl-formamide) at 130℃; for 3 h; To a solution of the aldehyde 3a (20 g, 161.1 mmol) in dry DMF (160 ml), piperidine(19.1 ml, 193.4 mmol, 1.2 eq) and potassium carbonate (26.73 g, 193.4 mmol, 1.2eq) were successively added. The suspension was heated at 130°C for 3 h. Thereaction mixture was then poured into cold water and. acidified with citric acid up to ,pH 5. The aqueous layer was extracted 3X with EtOAc and the combined organicextract was successively washed with water, saturated NaHCO3 and brine. Afterdrying the organic extract over MgSO4, filtration and concentration, the desired 2-piperidinobenzaldehyde 3b was isolated as a red oil (28.23 g, 92percent yield).
90.5% With potassium carbonate In DMF (N,N-dimethyl-formamide) for 6 h; Heating / reflux EXAMPLE 1 Preparation of o-piperidino benzaldehyde (8) [0033] A mixture of o-fluorobenzaldehyde (1.24 gm, 10 mmol), potassium carbonate (2.76 gm, 20 mmol), and piperidine (1.7 gm, 20 mmol) was refluxed in dry DMF for 6 hrs. After the completion of reaction DMF was distilled out at vaccum and 5 ml of water was added to the residue and extracted the product with ethyl acetate (10 ml.x.2). Organic layer was dried over sodium sulphate and evaporated the solvent to afford 1.8 gm of product (8) (90.5percent) [0034] 1HNMR CDCl3 (Spectrum 9): 1.68(m, 6H), 3.05(m, 4H), 7.05(m, 2H), 7.45(dd, 1H), 7.75(dd, 1H).
1.72 g With potassium carbonate In N,N-dimethyl-formamide at 110 - 150℃; for 23 h; (1) A suspension of the Compound 1 (1.05 mE), the Compound 2 (1.09 mE), and potassium carbonate (2.76 g) in N,N-dimethylformamide (10 mE) was stirred at 1100 C. for 5 hours, and stirred at 1500 C. for 18 hours. The reaction mixture was allowed to cool to room temperature, and then water and ethyl acetate were added thereto, and the resulting mixture was stirred, and extracted with ethyl acetate. The resulting organic layers were washed with water and saturated brine, dried, and concentrated under reduced pressure. The resulting residues were purified by silica gel column chromatography (hexane:ethyl acetate=99: 1 to 88:12) to give the Compound 3 (1.72 g) as a yellow liquid. MS (APCI): mlz 190 [M+H]
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 8, p. 1950 - 1953
[2] Heterocycles, 2008, vol. 75, # 4, p. 799 - 838
[3] Patent: WO2004/108673, 2004, A2, . Location in patent: Page 38-39
[4] Patent: US2004/192921, 2004, A1, . Location in patent: Page 4
[5] Russian Chemical Bulletin, 2004, vol. 53, # 6, p. 1240 - 1247
[6] Chemistry of Heterocyclic Compounds, 2007, vol. 43, # 1, p. 76 - 81
[7] Synthesis, 2010, # 24, p. 4287 - 4299
[8] Journal of Organic Chemistry, 1989, vol. 54, # 1, p. 199 - 209
[9] Patent: WO2004/101540, 2004, A2, . Location in patent: Page/Page column 11-13
[10] Journal of Organic Chemistry, 2009, vol. 74, # 19, p. 7464 - 7469
[11] Journal of Organic Chemistry, 2010, vol. 75, # 9, p. 2893 - 2902
[12] Organic and Biomolecular Chemistry, 2010, vol. 8, # 18, p. 4077 - 4079
[13] Chemical Communications, 2010, vol. 46, # 35, p. 6593 - 6595
[14] Journal of Organic Chemistry, 2011, vol. 76, # 1, p. 342 - 345
[15] Chinese Chemical Letters, 2012, vol. 23, # 4, p. 395 - 398
[16] Tetrahedron, 2013, vol. 69, # 34, p. 7019 - 7025
[17] Dalton Transactions, 2014, vol. 43, # 24, p. 9098 - 9110
[18] Chemistry - A European Journal, 2015, vol. 21, # 4, p. 1632 - 1636
[19] Journal of Organic Chemistry, 2014, vol. 79, # 21, p. 10434 - 10446
[20] Organic Letters, 2017, vol. 19, # 7, p. 1566 - 1569
[21] Patent: US2018/258076, 2018, A1, . Location in patent: Paragraph 0496
  • 2
  • [ 110-89-4 ]
  • [ 89-98-5 ]
  • [ 34595-26-1 ]
Reference: [1] European Journal of Organic Chemistry, 2015, vol. 2015, # 18, p. 4018 - 4023
  • 3
  • [ 72752-52-4 ]
  • [ 34595-26-1 ]
Reference: [1] Journal of Medicinal Chemistry, 1998, vol. 41, # 26, p. 5219 - 5246
  • 4
  • [ 1361537-94-1 ]
  • [ 136638-69-2 ]
  • [ 34595-26-1 ]
Reference: [1] Chemistry - A European Journal, 2012, vol. 18, # 1, p. 68 - 71
  • 5
  • [ 1026508-90-6 ]
  • [ 34595-26-1 ]
  • [ 219921-63-8 ]
Reference: [1] Journal of Medicinal Chemistry, 1998, vol. 41, # 26, p. 5219 - 5246
  • 6
  • [ 87066-94-2 ]
  • [ 34595-26-1 ]
  • [ 87067-07-0 ]
Reference: [1] Tetrahedron Letters, 1983, vol. 24, # 21, p. 2213 - 2216
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 34595-26-1 ]

Aryls

Chemical Structure| 79421-44-6

[ 79421-44-6 ]

4-(4-Hydroxypiperidin-1-yl)benzaldehyde

Similarity: 0.87

Chemical Structure| 53566-95-3

[ 53566-95-3 ]

4,4'-(Phenylazanediyl)dibenzaldehyde

Similarity: 0.85

Chemical Structure| 1424-69-7

[ 1424-69-7 ]

4-(Dimethylamino)-3-methylbenzaldehyde

Similarity: 0.82

Chemical Structure| 23351-05-5

[ 23351-05-5 ]

4-(1H-Pyrrol-1-yl)benzaldehyde

Similarity: 0.82

Chemical Structure| 85803-62-9

[ 85803-62-9 ]

2-(4-Methylpiperazin-1-yl)benzaldehyde

Similarity: 0.80

Aldehydes

Chemical Structure| 33985-71-6

[ 33985-71-6 ]

1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinoline-9-carbaldehyde

Similarity: 0.89

Chemical Structure| 79421-44-6

[ 79421-44-6 ]

4-(4-Hydroxypiperidin-1-yl)benzaldehyde

Similarity: 0.87

Chemical Structure| 53566-95-3

[ 53566-95-3 ]

4,4'-(Phenylazanediyl)dibenzaldehyde

Similarity: 0.85

Chemical Structure| 854778-47-5

[ 854778-47-5 ]

1-Ethyl-1H-indole-6-carbaldehyde

Similarity: 0.82

Chemical Structure| 1424-69-7

[ 1424-69-7 ]

4-(Dimethylamino)-3-methylbenzaldehyde

Similarity: 0.82

Related Parent Nucleus of
[ 34595-26-1 ]

Aliphatic Heterocycles

Chemical Structure| 79421-44-6

[ 79421-44-6 ]

4-(4-Hydroxypiperidin-1-yl)benzaldehyde

Similarity: 0.87

Chemical Structure| 85803-62-9

[ 85803-62-9 ]

2-(4-Methylpiperazin-1-yl)benzaldehyde

Similarity: 0.80

Chemical Structure| 406233-26-9

[ 406233-26-9 ]

4-(4,4-Dimethylpiperidin-1-yl)benzoic acid

Similarity: 0.78

Chemical Structure| 1211496-23-9

[ 1211496-23-9 ]

1-(2-Amino-6-methylphenyl)piperidin-2-one

Similarity: 0.76

Chemical Structure| 26586-27-6

[ 26586-27-6 ]

3-Amino-4-(piperidin-1-yl)benzoic acid

Similarity: 0.74

Piperidines

Chemical Structure| 79421-44-6

[ 79421-44-6 ]

4-(4-Hydroxypiperidin-1-yl)benzaldehyde

Similarity: 0.87

Chemical Structure| 406233-26-9

[ 406233-26-9 ]

4-(4,4-Dimethylpiperidin-1-yl)benzoic acid

Similarity: 0.78

Chemical Structure| 1211496-23-9

[ 1211496-23-9 ]

1-(2-Amino-6-methylphenyl)piperidin-2-one

Similarity: 0.76

Chemical Structure| 26586-27-6

[ 26586-27-6 ]

3-Amino-4-(piperidin-1-yl)benzoic acid

Similarity: 0.74

Chemical Structure| 93290-93-8

[ 93290-93-8 ]

2,2-Dihydroxy-1-(4-(piperidin-1-yl)phenyl)ethanone

Similarity: 0.73