Home Cart 0 Sign in  
X

[ CAS No. 4942-47-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 4942-47-6
Chemical Structure| 4942-47-6
Chemical Structure| 4942-47-6
Structure of 4942-47-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 4942-47-6 ]

Related Doc. of [ 4942-47-6 ]

Alternatived Products of [ 4942-47-6 ]
Product Citations

Product Details of [ 4942-47-6 ]

CAS No. :4942-47-6 MDL No. :MFCD00074728
Formula : C12H18O2 Boiling Point : -
Linear Structure Formula :- InChI Key :AOTQGWFNFTVXNQ-UHFFFAOYSA-N
M.W : 194.27 Pubchem ID :123221
Synonyms :

Calculated chemistry of [ 4942-47-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.92
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 54.97
TPSA : 37.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.23 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.04
Log Po/w (XLOGP3) : 3.18
Log Po/w (WLOGP) : 2.68
Log Po/w (MLOGP) : 2.76
Log Po/w (SILICOS-IT) : 2.29
Consensus Log Po/w : 2.59

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.92
Solubility : 0.236 mg/ml ; 0.00121 mol/l
Class : Soluble
Log S (Ali) : -3.63
Solubility : 0.0451 mg/ml ; 0.000232 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.73
Solubility : 3.63 mg/ml ; 0.0187 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.86

Safety of [ 4942-47-6 ]

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

Application In Synthesis of [ 4942-47-6 ]

* 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 [ 4942-47-6 ]
  • Downstream synthetic route of [ 4942-47-6 ]

[ 4942-47-6 ] Synthesis Path-Upstream   1~33

  • 1
  • [ 27174-71-6 ]
  • [ 144-55-8 ]
  • [ 4942-47-6 ]
YieldReaction ConditionsOperation in experiment
93% With hydrogenchloride; sodium hydroxide In methanol Referential Example 10
Production of 2-adamantyl acetic acid:
2.5N sodium hydroxide 433 ml was added to methanol 1125 ml solution of 2-adamantyl acetic acid methyl ester 150 g (0.72 mole) and stirred at room temperature for 6 hours.
The reaction mixture was concentrated in vacuo, and aqueous sodium bicarbonate was added to the residue and the mixture was washed with ether.
Aqueous layer was adjusted to pH I by adding 12N hydrochloric acid and extracted with ethylacetate.
The extract was dried by anhydrous sodium sulfate.
After removing the drying agent by filtration, the filtrate was concentrated in vacuo to obtain the product.
Yield: 129.39 g (Yield 93percent)
Reference: [1] Patent: US5658923, 1997, A,
  • 2
  • [ 104543-11-5 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron, 1985, vol. 41, # 23, p. 5507 - 5516
  • 3
  • [ 15782-66-8 ]
  • [ 4942-47-6 ]
Reference: [1] Journal of Physical Organic Chemistry, 2011, vol. 24, # 7, p. 578 - 587
  • 4
  • [ 144499-21-8 ]
  • [ 4942-47-6 ]
Reference: [1] Australian Journal of Chemistry, 1995, vol. 48, # 2, p. 407 - 426
[2] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
  • 5
  • [ 16269-13-9 ]
  • [ 4942-47-6 ]
Reference: [1] Journal of medicinal chemistry, 1967, vol. 10, # 4, p. 517 - 521
  • 6
  • [ 925681-80-7 ]
  • [ 201-68-3 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron, 2007, vol. 63, # 3, p. 586 - 593
  • 7
  • [ 75-35-4 ]
  • [ 32314-61-7 ]
  • [ 4942-47-6 ]
Reference: [1] J. Gen. Chem. USSR (Engl. Transl.), 1985, vol. 55, # 7, p. 1472 - 1473[2] Zhurnal Obshchei Khimii, 1985, vol. 55, # 7, p. 1655 - 1656
  • 8
  • [ 27174-71-6 ]
  • [ 4942-47-6 ]
Reference: [1] Journal of Organic Chemistry, 1994, vol. 59, # 24, p. 7259 - 7266
  • 9
  • [ 144499-23-0 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
  • 10
  • [ 91233-19-1 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[2] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[3] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[4] Tetrahedron Letters, 1991, vol. 32, # 28, p. 3309 - 3312
[5] Tetrahedron Letters, 1991, vol. 32, # 28, p. 3309 - 3312
  • 11
  • [ 144499-22-9 ]
  • [ 4942-47-6 ]
Reference: [1] Australian Journal of Chemistry, 1995, vol. 48, # 2, p. 407 - 426
  • 12
  • [ 795-63-1 ]
  • [ 4942-47-6 ]
Reference: [1] Journal of medicinal chemistry, 1967, vol. 10, # 4, p. 517 - 521
  • 13
  • [ 828-51-3 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[2] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[3] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
  • 14
  • [ 768-90-1 ]
  • [ 4942-47-6 ]
Reference: [1] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[2] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
[3] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[4] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
  • 15
  • [ 19835-39-3 ]
  • [ 4942-47-6 ]
Reference: [1] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[2] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
[3] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 2762 - 2765[4] Zh. Obshch. Khim., 2017, vol. 87, # 12, p. 1942 - 1946,5
  • 16
  • [ 75-35-4 ]
  • [ 281-23-2 ]
  • [ 4942-47-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1975, vol. 18, p. 713 - 721
  • 17
  • [ 18220-83-2 ]
  • [ 4942-47-6 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1972, vol. 766, p. 51 - 57
  • 18
  • [ 19835-38-2 ]
  • [ 4942-47-6 ]
Reference: [1] Russian Journal of Organic Chemistry, 2003, vol. 39, # 2, p. 273 - 274
  • 19
  • [ 770-71-8 ]
  • [ 4942-47-6 ]
Reference: [1] J. Gen. Chem. USSR (Engl. Transl.), 1964, vol. 34, p. 580 - 584[2] Zhurnal Obshchei Khimii, 1964, vol. 34, # 2, p. 579 - 584
  • 20
  • [ 768-95-6 ]
  • [ 4942-47-6 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1972, vol. 766, p. 51 - 57
  • 21
  • [ 163976-43-0 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
[2] Australian Journal of Chemistry, 1995, vol. 48, # 2, p. 407 - 426
  • 22
  • [ 135967-17-8 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1991, vol. 32, # 28, p. 3309 - 3312
  • 23
  • [ 144499-24-1 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
  • 24
  • [ 135967-11-2 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1991, vol. 32, # 28, p. 3309 - 3312
  • 25
  • [ 768-90-1 ]
  • [ 75-35-4 ]
  • [ 4942-47-6 ]
Reference: [1] Angewandte Chemie, 1965, vol. 77, p. 967
[2] Chemische Berichte, 1968, vol. 101, p. 564 - 573
  • 26
  • [ 75-35-4 ]
  • [ 768-95-6 ]
  • [ 4942-47-6 ]
Reference: [1] Angewandte Chemie, 1965, vol. 77, p. 967
[2] Chemische Berichte, 1968, vol. 101, p. 564 - 573
  • 27
  • [ 186581-53-3 ]
  • [ 2094-72-6 ]
  • [ 4942-47-6 ]
Reference: [1] Chemische Berichte, 1959, vol. 92, p. 1629,1632
  • 28
  • [ 75-35-4 ]
  • [ 281-23-2 ]
  • [ 17768-28-4 ]
  • [ 17768-36-4 ]
  • [ 4942-47-6 ]
Reference: [1] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1612 - 1615,1244 - 1246
[2] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1612 - 1615,1244 - 1246
[3] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1612 - 1615,1244 - 1246
  • 29
  • [ 14651-42-4 ]
  • [ 124-38-9 ]
  • [ 4942-47-6 ]
Reference: [1] J. Gen. Chem. USSR (Engl. Transl.), 1964, vol. 34, p. 580 - 584[2] Zhurnal Obshchei Khimii, 1964, vol. 34, # 2, p. 579 - 584
  • 30
  • [ 3061-65-2 ]
  • [ 828-51-3 ]
  • [ 4942-47-6 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 35, p. 5013 - 5016
  • 31
  • [ 4942-47-6 ]
  • [ 17768-36-4 ]
YieldReaction ConditionsOperation in experiment
76% at 25 - 30℃; General procedure: Adamantane carboxylic acid 1a–1s or 3, 0.5 g, wasadded in portions under vigorous stirring and cooling to a mixture of 2.5, 3, or 7 equiv of MnO2 and 2.5–14 mL of 93percent H2SO4, maintaining the temperature within 25-30°C. The mixture was kept for 0.5–24 h at that temperature and treated with cold water on coolingwith an ice bath. The precipitate was filtered off andwashed with a small amount of water and butan-1-ol. The products were extracted with butan-1-ol (5 ×2 mL). In the isolation of 2j–2l and 2q–2s, the mixture was adjusted to pH 3–4 with 30percent aqueous sodium hydroxide prior to extraction. The organic phases werecombined, washed with water, a solution of sodiumhydrogen carbonate, and water again, and dried byazeotropic distillation. The solvent was removed under reduced pressure on a rotary evaporator, and the product was purified by recrystallization.
Reference: [1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 6, p. 785 - 790[2] Zh. Org. Khim., 2016, vol. 52, # 6, p. 800 - 805,6
[3] Chemische Berichte, 1968, vol. 101, p. 564 - 573
[4] Chemische Berichte, 1968, vol. 101, p. 564 - 573
[5] Russian Journal of Organic Chemistry, 2017, vol. 53, # 7, p. 971 - 976[6] Zh. Org. Khim., 2017, vol. 53, # 7, p. 959 - 964,5
  • 32
  • [ 75-35-4 ]
  • [ 281-23-2 ]
  • [ 17768-28-4 ]
  • [ 17768-36-4 ]
  • [ 4942-47-6 ]
Reference: [1] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1244 - 1246[2] Izvestiya Akademi Nauk, Seriya Khimicheskaya, 1992, # 7, p. 1612 - 1615
[3] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1244 - 1246[4] Izvestiya Akademi Nauk, Seriya Khimicheskaya, 1992, # 7, p. 1612 - 1615
[5] Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992, vol. 41, # 7.2, p. 1244 - 1246[6] Izvestiya Akademi Nauk, Seriya Khimicheskaya, 1992, # 7, p. 1612 - 1615
  • 33
  • [ 4942-47-6 ]
  • [ 75667-94-6 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 7, p. 1231 - 1232[2] Zhurnal Organicheskoi Khimii, 1980, vol. 16, # 7, p. 1433 - 1435
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 11, p. 3136 - 3142
Recommend Products
Same Skeleton Products
Historical Records

Pharmaceutical Intermediates of
[ 4942-47-6 ]

Saxagliptin Intermediates

Chemical Structure| 361440-67-7

[ 361440-67-7 ]

(1S,3S,5S)-tert-Butyl 3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

Chemical Structure| 711-01-3

[ 711-01-3 ]

Methyl adamantane-1-carboxylate

Chemical Structure| 56613-80-0

[ 56613-80-0 ]

D-Phenylglycinol

Chemical Structure| 361442-00-4

[ 361442-00-4 ]

(2S)-2-((tert-Butoxycarbonyl)amino)-2-(3-hydroxyadamantan-1-yl)acetic acid

Chemical Structure| 7149-65-7

[ 7149-65-7 ]

Ethyl (S)-5-oxopyrrolidine-2-carboxylate

Related Functional Groups of
[ 4942-47-6 ]

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 5292-21-7

[ 5292-21-7 ]

Cyclohexylacetic acid

Similarity: 0.95

Chemical Structure| 701-97-3

[ 701-97-3 ]

3-Cyclohexylpropionic Acid

Similarity: 0.95

Chemical Structure| 828-52-4

[ 828-52-4 ]

4-(Hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylic acid

Similarity: 0.91

Chemical Structure| 14670-94-1

[ 14670-94-1 ]

3,5-Dimethyladamantane-1-carboxylic acid

Similarity: 0.91

Chemical Structure| 699-55-8

[ 699-55-8 ]

Bicyclo[2.2.2]octane-1-carboxylic acid

Similarity: 0.91

Carboxylic Acids

Chemical Structure| 5292-21-7

[ 5292-21-7 ]

Cyclohexylacetic acid

Similarity: 0.95

Chemical Structure| 10347-88-3

[ 10347-88-3 ]

3-(tert-Butyl)hexanedioic acid

Similarity: 0.95

Chemical Structure| 701-97-3

[ 701-97-3 ]

3-Cyclohexylpropionic Acid

Similarity: 0.95

Chemical Structure| 4839-46-7

[ 4839-46-7 ]

3,3-Dimethylpentanedioic acid

Similarity: 0.95

Chemical Structure| 26896-20-8

[ 26896-20-8 ]

Neodecanoic acid

Similarity: 0.95