Home Cart 0 Sign in  

[ CAS No. 123-25-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 123-25-1
Chemical Structure| 123-25-1
Structure of 123-25-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 123-25-1 ]

Related Doc. of [ 123-25-1 ]

Alternatived Products of [ 123-25-1 ]

Product Details of [ 123-25-1 ]

CAS No. :123-25-1 MDL No. :MFCD00009208
Formula : C8H14O4 Boiling Point : -
Linear Structure Formula :- InChI Key :DKMROQRQHGEIOW-UHFFFAOYSA-N
M.W : 174.19 Pubchem ID :31249
Synonyms :
Diethyl Butanedioate

Calculated chemistry of [ 123-25-1 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 7
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.14
TPSA : 52.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.09
Log Po/w (XLOGP3) : 1.2
Log Po/w (WLOGP) : 0.89
Log Po/w (MLOGP) : 0.93
Log Po/w (SILICOS-IT) : 1.17
Consensus Log Po/w : 1.26

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.21
Solubility : 10.6 mg/ml ; 0.0611 mol/l
Class : Very soluble
Log S (Ali) : -1.9
Solubility : 2.19 mg/ml ; 0.0126 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.65
Solubility : 3.92 mg/ml ; 0.0225 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.96

Safety of [ 123-25-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P273-P280-P305+P351+P338-P337+P313-P501 UN#:N/A
Hazard Statements:H319-H413 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 123-25-1 ]

* 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 [ 123-25-1 ]
  • Downstream synthetic route of [ 123-25-1 ]

[ 123-25-1 ] Synthesis Path-Upstream   1~17

  • 1
  • [ 141-97-9 ]
  • [ 1115-30-6 ]
  • [ 623-71-2 ]
  • [ 64-19-7 ]
  • [ 141-78-6 ]
  • [ 609-15-4 ]
  • [ 123-25-1 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980, vol. 29, # 1, p. 109 - 112[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980, # 1, p. 125 - 128
  • 2
  • [ 123-25-1 ]
  • [ 61727-34-2 ]
Reference: [1] Patent: WO2016/22644, 2016, A1,
[2] Patent: WO2017/176812, 2017, A1,
[3] Patent: WO2009/152027, 2009, A1,
  • 3
  • [ 123-25-1 ]
  • [ 6214-47-7 ]
Reference: [1] Patent: WO2012/110773, 2012, A1,
[2] Patent: WO2014/27199, 2014, A1,
  • 4
  • [ 82639-48-3 ]
  • [ 623-91-6 ]
  • [ 2459-05-4 ]
  • [ 82639-46-1 ]
  • [ 110-17-8 ]
  • [ 123-25-1 ]
Reference: [1] Journal of the American Chemical Society, 1986, vol. 108, # 7, p. 1650 - 1659
  • 5
  • [ 7446-08-4 ]
  • [ 123-25-1 ]
  • [ 2459-05-4 ]
  • [ 623-91-6 ]
Reference: [1] Journal of the Chemical Society, 1933, p. 393
  • 6
  • [ 109-72-8 ]
  • [ 105-36-2 ]
  • [ 26818-07-5 ]
  • [ 13176-46-0 ]
  • [ 141-97-9 ]
  • [ 123-25-1 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1988, vol. 330, # 3, p. 497 - 500
  • 7
  • [ 123-25-1 ]
  • [ 14794-31-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1528 - 1536
  • 8
  • [ 141-97-9 ]
  • [ 1115-30-6 ]
  • [ 623-71-2 ]
  • [ 64-19-7 ]
  • [ 141-78-6 ]
  • [ 609-15-4 ]
  • [ 123-25-1 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980, vol. 29, # 1, p. 109 - 112[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980, # 1, p. 125 - 128
  • 9
  • [ 95-92-1 ]
  • [ 123-25-1 ]
  • [ 7459-46-3 ]
Reference: [1] Journal of the Chemical Society [Section] C: Organic, 1968, vol. <C>, p. 893 - 900
  • 10
  • [ 123-25-1 ]
  • [ 14252-05-2 ]
Reference: [1] Patent: EP334477, 1989, A3,
  • 11
  • [ 7087-68-5 ]
  • [ 623-91-6 ]
  • [ 1187-74-2 ]
  • [ 123-25-1 ]
Reference: [1] Journal of Organic Chemistry, 1994, vol. 59, # 9, p. 2599 - 2603
  • 12
  • [ 623-91-6 ]
  • [ 1187-74-2 ]
  • [ 123-25-1 ]
Reference: [1] Journal of Organic Chemistry, 1994, vol. 59, # 9, p. 2599 - 2603
  • 13
  • [ 65700-06-3 ]
  • [ 123-25-1 ]
  • [ 1187-74-2 ]
Reference: [1] Synthesis, 1982, # 9, p. 760 - 763
[2] Helvetica Chimica Acta, 1984, vol. 67, # 17, p. 149 - 159
  • 14
  • [ 106-93-4 ]
  • [ 123-25-1 ]
  • [ 843-59-4 ]
YieldReaction ConditionsOperation in experiment
59%
Stage #1: With sodium hydride; <i>tert</i>-butyl alcohol In 1,2-dimethoxyethane; mineral oil at 60℃; Inert atmosphere
Stage #2: for 12 h; Inert atmosphere; Microwave irradiation; Reflux
To a vigorously stirred suspension of NaH (60percent dispersion in mineral oil, 2.54 g, 63.5 mmol) in anhydrous DME (36 mL), t-BuOH (200μL, 2.2 mmol) was added and the mixture was heated to 60 °C under Ar. Diethyl succinate (1) (10 g, 57.4 mmol) was added dropwise over 30 min and the mixture was stirred overnight at 60 °C. The mixture was concentrated under reduced pressure and the resulting pink salt was suspended in distilled dibromoethane (28 mL, 325 mmol). The assembly was transferred to a microwave apparatus and the mixture heated at refluxed temperature by irradiation (80 W) for 12 h under Ar. After cooling, the suspension was filtered and the solid washed with CHCl3 (3 × 10 mL). The filtrate was concentrated under reduced pressure and the residue purified by column chromatography (cyclohexane–EtOAc, 8:2) to afford the title product. Yield: 4.73 g (59percent); white crystals; mp 111 °C. 1H NMR (400 MHz, CDCl3): δ = 1.30 (t, J = 7.2 Hz, 6 H), 2.09–2.15 (m, 2H), 2.46–2.56 (m, 2 H), 2.72 (d, J = 19.4 Hz, 2 H), 3.07 (dd, J = 19.4 Hz, 2.7 Hz, 2 H), 4.26 (q, J = 7.2 Hz, 4 H). 13C NMR (100 MHz, CDCl3): δ = 14.1, 24.5, 41.8, 57.3, 61.8, 168.6 ,203.7.
Reference: [1] Synthesis (Germany), 2015, vol. 47, # 15, p. 2185 - 2187
[2] Journal of the American Chemical Society, 1964, vol. 86, p. 5183 - 5188
  • 15
  • [ 123-25-1 ]
  • [ 843-59-4 ]
Reference: [1] Patent: CN101768074, 2017, B,
  • 16
  • [ 67-56-1 ]
  • [ 124-41-4 ]
  • [ 123-25-1 ]
  • [ 110-15-6 ]
  • [ 6289-46-9 ]
Reference: [1] Monatshefte fuer Chemie, 1911, vol. 32, p. 77
  • 17
  • [ 7647-01-0 ]
  • [ 861554-12-3 ]
  • [ 623-33-6 ]
  • [ 123-25-1 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1922, vol. &lt;2&gt;105, p. 302
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 123-25-1 ]

Esters

Chemical Structure| 141-03-7

[ 141-03-7 ]

Dibutyl succinate

Similarity: 1.00

Chemical Structure| 55011-60-4

[ 55011-60-4 ]

4-Hydroxybutyl butyrate

Similarity: 1.00

Chemical Structure| 10138-10-0

[ 10138-10-0 ]

Ethyl 4-oxobutanoate

Similarity: 1.00

Chemical Structure| 31218-69-6

[ 31218-69-6 ]

1,6-Dioxecane-2,5-dione

Similarity: 1.00

Chemical Structure| 56149-52-1

[ 56149-52-1 ]

4-(4-Hydroxybutoxy)-4-oxobutanoic acid

Similarity: 1.00