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[ CAS No. 42831-50-5 ] {[proInfo.proName]}

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Chemical Structure| 42831-50-5
Chemical Structure| 42831-50-5
Structure of 42831-50-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 42831-50-5 ]

CAS No. :42831-50-5 MDL No. :MFCD00955655
Formula : C5H5NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :VQBXUKGMJCPBMF-UHFFFAOYSA-N
M.W : 127.10 Pubchem ID :1425240
Synonyms :

Calculated chemistry of [ 42831-50-5 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 28.43
TPSA : 63.33 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) : -6.86 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.93
Log Po/w (XLOGP3) : 0.3
Log Po/w (WLOGP) : 0.68
Log Po/w (MLOGP) : -0.4
Log Po/w (SILICOS-IT) : 0.65
Consensus Log Po/w : 0.43

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.16
Solubility : 8.75 mg/ml ; 0.0688 mol/l
Class : Very soluble
Log S (Ali) : -1.19
Solubility : 8.16 mg/ml ; 0.0642 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.96
Solubility : 14.0 mg/ml ; 0.11 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.47

Safety of [ 42831-50-5 ]

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 [ 42831-50-5 ]

* 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 [ 42831-50-5 ]
  • Downstream synthetic route of [ 42831-50-5 ]

[ 42831-50-5 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 51135-73-0 ]
  • [ 42831-50-5 ]
YieldReaction ConditionsOperation in experiment
99.9% With sulfuric acid In o-tolyl acetic acid EXAMPLE 4
Preparation of 5-Methylisoxazole-4-Carboxylic Acid
A two-necked flask fitted with mechanical stirrer and a horizontal condenser for distillation was charged with 40.0 g of crude Ethyl-5-methylisoxazole-4-carboxylate and 44 g of 60percent sulfuric acid and the mixture was heated to 85° C. with continuous distillation of ethanol from the reaction product.
After four hours of heating at 85° C., TLC showed the complete disappearance of the upper spot of ester.
The mixture was allowed to cool in the refrigerator and the solid acid was filtered (16.5 g) Filtrate kept at room temperature for second crop.
Acid was crystallized in 60 mL 2percent acetic acid-Toluene to obtain about 99.9percent pure acid (9.5 g).
Mother liquor of the final crystallization was kept for second crop.
Crystallization was accomplished by:
The crude acid was taken in 2percent acetic acid-toluene mixture and heated for 30 minutes.
Brown oil was separated at the bottom of the flask.
The clear organic phase was neatly transferred and kept for crystallization.
60% With sulfuric acid In water at 20℃; for 20 h; Reflux Ethyl-5-methylisoxazole-4-carboxylate 7 g (0.045 mol) was heated under reflux in aqueous sulphuric acid (20 percent v/v, 30 ml) for 16 hr followed by cooling to room temperature with stirring for 4 h. The crystallized solid product was filtered and washed using toluene followed by water and dried. The product then was crystallized from ethanol to produce 3.5 g (60 percent) of 5-Methylisoxazole-4-carboxylic acid as a white solid, mp. 147-148 °C (reported mp. 144-147 °C).
Reference: [1] Patent: US2003/139606, 2003, A1,
[2] Letters in Drug Design and Discovery, 2016, vol. 13, # 9, p. 912 - 920
[3] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 453 - 457
[4] Yakugaku Zasshi, 1959, vol. 79, p. 836[5] Chem.Abstr., 1960, p. 1493
[6] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 1875 - 1880
[7] Patent: WO2007/86076, 2007, A2, . Location in patent: Page/Page column 5; 7
[8] Asian Journal of Chemistry, 2010, vol. 22, # 2, p. 1503 - 1506
[9] Patent: EP257882, 1991, B1,
[10] Patent: US4892963, 1990, A,
[11] Patent: US4983619, 1991, A,
[12] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 502
  • 2
  • [ 3788-94-1 ]
  • [ 42831-50-5 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 1875 - 1880
[2] Letters in Drug Design and Discovery, 2016, vol. 13, # 9, p. 912 - 920
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 502
  • 3
  • [ 134653-70-6 ]
  • [ 42831-50-5 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 453 - 457
  • 4
  • [ 100367-49-5 ]
  • [ 42831-50-5 ]
Reference: [1] Zhurnal Obshchei Khimii, 1958, vol. 28, p. 2736,2743; engl. Ausg. S. 2762, 2768
  • 5
  • [ 33142-24-4 ]
  • [ 42831-50-5 ]
Reference: [1] Yakugaku Zasshi, 1959, vol. 79, p. 836[2] Chem.Abstr., 1960, p. 1493
  • 6
  • [ 42831-50-5 ]
  • [ 75706-12-6 ]
Reference: [1] Farmaco, 1991, vol. 46, # 6, p. 789 - 802
[2] Journal of the American Chemical Society, 2013, vol. 135, # 23, p. 8436 - 8439
[3] Chemistry - A European Journal, 2014, vol. 20, # 31, p. 9514 - 9518
[4] Patent: WO2016/203410, 2016, A1,
  • 7
  • [ 42831-50-5 ]
  • [ 90774-69-9 ]
  • [ 75706-12-6 ]
Reference: [1] Chemical Communications, 2012, vol. 48, # 96, p. 11781 - 11783
[2] Chemistry - A European Journal, 2015, vol. 21, # 36, p. 12787 - 12796
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