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[ CAS No. 57012-20-1 ] {[proInfo.proName]}

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Chemical Structure| 57012-20-1
Chemical Structure| 57012-20-1
Structure of 57012-20-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 57012-20-1 ]

CAS No. :57012-20-1 MDL No. :MFCD02682037
Formula : C6H10N2O Boiling Point : -
Linear Structure Formula :- InChI Key :GUJDKMVLHCJODO-UHFFFAOYSA-N
M.W : 126.16 Pubchem ID :2776363
Synonyms :

Calculated chemistry of [ 57012-20-1 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.5
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 34.58
TPSA : 38.05 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.23 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.19
Log Po/w (XLOGP3) : -0.22
Log Po/w (WLOGP) : 0.07
Log Po/w (MLOGP) : -0.16
Log Po/w (SILICOS-IT) : 0.59
Consensus Log Po/w : 0.29

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.83
Solubility : 18.7 mg/ml ; 0.148 mol/l
Class : Very soluble
Log S (Ali) : -0.12
Solubility : 95.3 mg/ml ; 0.755 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.97
Solubility : 13.5 mg/ml ; 0.107 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.58

Safety of [ 57012-20-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 57012-20-1 ]

* 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 [ 57012-20-1 ]
  • Downstream synthetic route of [ 57012-20-1 ]

[ 57012-20-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 57012-20-1 ]
  • [ 25016-09-5 ]
YieldReaction ConditionsOperation in experiment
34% With dipyridinium dichromate In dichloromethane at 25℃; for 16 h; Step 2:
Preparation of 2,5-dimethyl-2H-pyrazole-3-carbaldehyde (15)
A mixture of compound 14 (3 grams, 23.8 mmol) and pyridinium dichromate (13.4 grams, 35.7 mmol) in dichloromethane (100 mL) was stirred at 25° C. under nitrogen atmosphere for 16 hours.
The reaction mixture was then filtered.
The filtrate was collected, dried over anhydrous Na2SO4 and concentrated under reduced pressure.
The crude thus obtained was passed through the silica gel to afford the desired compound 2,5-dimethyl-2H-pyrazole-3-carbaldehyde (15) 1 gram as a brown solid.
Yield: 34percent; 1H NMR (200 MHz, CDCl3): δ 9.8 (s, H), 6.6(s, H), 4.1 (s, 3H), 2.3 (s, 3H). Mass (CI method, i-butane): 125 (M+1, 100percent); IR: νmax (KBr, cm-1): 1688.
Reference: [1] Patent: US2006/128729, 2006, A1, . Location in patent: Page/Page column 98
[2] Patent: WO2005/9941, 2005, A1, . Location in patent: Page 45-46
[3] Patent: WO2009/101082, 2009, A1, . Location in patent: Page/Page column 71
  • 2
  • [ 891273-63-5 ]
  • [ 57012-20-1 ]
YieldReaction ConditionsOperation in experiment
86% With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2 - 3 h; Step 1:
Preparation of (2,5-dimethyl-2H-pyrazolo-3yl)-methanol (14)
To a solution of compound 13 (4.5 grams, 24.7 mmol) in THF (60 mL) was added lithiumaluminumhydrade (LiAlH4) (1.22 grams, 321 mmol) in 3-4 portions at 0° C. under nitrogen atmosphere.
The resulting mixture was stirred at the same temperature for 2-3 hours and then the excess of LiAlH4 was quenched by adding a saturated solution of sodium sulfate.
The mixture was filtered and the residue was washed with ethyl acetate.
The filtrates were collected, combined and concentrated under reduced pressure to afford the desired compound (2,5-dimethyl-2H-pyrazolo-3yl)-methanol (14) 3 grams as a brown solid.
Yield : 86percent; 1H NMR (200 MHz, CDCl3): δ 6.0 (s, H), 4.57 (d, J=5.9 Hz, 2H), 3.8 (s, 3H), 3.16 (s, OH), 2.24 (s, 3H); Mass (CI method, i-butane): 127 (M+1, 100percent); IR: νmax (KBr, cm-1): 3281.
Reference: [1] Patent: US2006/128729, 2006, A1, . Location in patent: Page/Page column 98
  • 3
  • [ 5744-40-1 ]
  • [ 57012-20-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2180 - 2194
[2] Patent: WO2005/9941, 2005, A1, . Location in patent: Page 45-46
[3] Patent: WO2006/4915, 2006, A1, . Location in patent: Page/Page column 42-43
[4] Patent: WO2006/4925, 2006, A1, . Location in patent: Page/Page column 34
  • 4
  • [ 10250-59-6 ]
  • [ 57012-20-1 ]
Reference: [1] Patent: WO2009/101082, 2009, A1, . Location in patent: Page/Page column 71
  • 5
  • [ 57012-20-1 ]
  • [ 852227-86-2 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 23, p. 8013 - 8029
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