Home Cart 0 Sign in  
X

[ CAS No. 2150-45-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 2150-45-0
Chemical Structure| 2150-45-0
Chemical Structure| 2150-45-0
Structure of 2150-45-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 2150-45-0 ]

Related Doc. of [ 2150-45-0 ]

Alternatived Products of [ 2150-45-0 ]

Product Details of [ 2150-45-0 ]

CAS No. :2150-45-0 MDL No. :MFCD00059619
Formula : C8H8O4 Boiling Point : -
Linear Structure Formula :- InChI Key :WCQZCKUNZVMBDC-UHFFFAOYSA-N
M.W : 168.15 Pubchem ID :519869
Synonyms :

Calculated chemistry of [ 2150-45-0 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 41.77
TPSA : 66.76 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) : -5.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.59
Log Po/w (XLOGP3) : 1.98
Log Po/w (WLOGP) : 0.88
Log Po/w (MLOGP) : 0.74
Log Po/w (SILICOS-IT) : 0.73
Consensus Log Po/w : 1.19

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.37
Solubility : 0.721 mg/ml ; 0.00429 mol/l
Class : Soluble
Log S (Ali) : -3.01
Solubility : 0.165 mg/ml ; 0.000982 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.32
Solubility : 8.1 mg/ml ; 0.0482 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.26

Safety of [ 2150-45-0 ]

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 [ 2150-45-0 ]

* 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 [ 2150-45-0 ]
  • Downstream synthetic route of [ 2150-45-0 ]

[ 2150-45-0 ] Synthesis Path-Upstream   1~14

  • 1
  • [ 67-56-1 ]
  • [ 303-07-1 ]
  • [ 2150-45-0 ]
YieldReaction ConditionsOperation in experiment
80% at 0℃; Reflux; Inert atmosphere General procedure: Thionyl chloride (1.16 g, 1.5 equiv) was added drop-wise to a solution of acid (1.0 g, 1.0 equiv) in the corresponding alcohol (15 ml) at 0&d eg;C. The solution was refluxed under a nitrogen atmosphere until all starting material was consumed (TLC monitoring). Then the solvent was removed under vacuo and the residue was purified by silica gel column chromatography eluting with ethyl acetate/n-hexane to afford the corresponding carboxylic esters.#10;
43.5% With sulfuric acid In water for 5 h; Reflux Add 1.54 g (0.01 mol) of 2,6-dihydroxybenzoic acid to a 50 mL one-necked flask and add 6 mL (1.48 mol).Water methanol, 0.35 mL of concentrated sulfuric acid, refluxed for 5 h, and methanol was removed under reduced pressure. Add 20mL water, stir well, suction filtration, drying at 40 ° CThe filter cake was recrystallized from cyclohexane to obtain 0.73 g of white needle crystals, yield 43.5percent.
Reference: [1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 6, p. 1564 - 1569
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 9, p. 1650 - 1662
[3] Tetrahedron, 1990, vol. 46, # 20, p. 7289 - 7300
[4] Patent: CN108558777, 2018, A, . Location in patent: Paragraph 0020; 0029
[5] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004, vol. 59, # 7, p. 829 - 835
[6] Journal of the American Chemical Society, 2010, vol. 132, # 37, p. 12790 - 12791
[7] Journal fuer Praktische Chemie (Leipzig), 1929, vol. <2> 124, p. 322
[8] Angewandte Chemie, 1978, vol. 90, p. 556 - 557
[9] Phytochemistry (Elsevier), 1982, vol. 21, # 3, p. 517 - 524
[10] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 20, p. 2947 - 2952
[11] Patent: CN107311982, 2017, A, . Location in patent: Paragraph 0013; 0023; 0024
  • 2
  • [ 303-07-1 ]
  • [ 74-88-4 ]
  • [ 2150-45-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 3, p. 680 - 683
[2] Chemical Communications, 1998, # 4, p. 497 - 498
[3] European Journal of Organic Chemistry, 2000, # 1, p. 61 - 71
[4] Tetrahedron, 1994, vol. 50, # 4, p. 979 - 988
[5] Patent: US2005/143366, 2005, A1, . Location in patent: Page/Page column 13
  • 3
  • [ 303-07-1 ]
  • [ 2150-45-0 ]
YieldReaction ConditionsOperation in experiment
66.1% With NaH; methyl iodide In dichloromethane; N,N-dimethyl-formamide a)
Methyl-2,6-dihydroxybenzoate.
A solution of 80percent NaH (10.00 g, 333.3 mmol) in DMF (45 mL) was chilled to 0° C. under Ar.
To this mixture, 2,6-dihydroxybenzoic acid (48.88 g, 317.1 mmol) in DMF (50 mL) was added slowly over 45 min.
The solution was allowed to stir for 45 min, then MeI (21.0 mL, 337 mmol) was added over 20 min.
The resulting solution was allowed to stir at rt for 70 h.
The mixture was diluted with methylene chloride, and filtered through a plug of silica gel using methylene chloride as a wash.
The solvent was evaporated to give the desired product (35.22 g, 66.1percent).
1H NMR(250 MHz, DMSO d6) δ 9.91 (s, 2H), 7.09 (t, J=1.2 Hz, J=2.5 Hz, 1H), 6.37 (d, J=1.1 Hz, 2H), 3.78 (s, 3H).
34% With sulfuric acid In methanol Step A:
Preparation of Methyl 2,6-dihydroxybenzoate
Concentrated sulfuric acid (40 ml) was carefully added to a solution of 2,6-dihydroxybenzoic acid (133 g, 0.86 mol) in absolute methanol (500 ml).
The reaction mixture was heated at reflux temperature for 24 hours, cooled, and evaporated.
The residue was added to aa saturated sodium hydrogencarbonate solution, and the resulting solid was collected by filtration, washed with water, and dried in vacuo over phosphorus peroxide; yield 49 g (34percent). NMR (CDCl3, 60 MHz): δ4.02 (s, CO2 CH3) p.p.m.
Reference: [1] Patent: US6204294, 2001, B1,
[2] Patent: US4663344, 1987, A,
[3] Patent: US6200981, 2001, B1,
  • 4
  • [ 124479-80-7 ]
  • [ 2150-45-0 ]
Reference: [1] Synthesis, 1989, # 6, p. 438 - 439
  • 5
  • [ 25983-51-1 ]
  • [ 2150-45-0 ]
Reference: [1] Bioscience, biotechnology, and biochemistry, 2003, vol. 67, # 10, p. 2240 - 2244
  • 6
  • [ 186581-53-3 ]
  • [ 303-07-1 ]
  • [ 2150-45-0 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 10, p. 3005 - 3016
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 18, p. 2676 - 2688
  • 7
  • [ 1466-76-8 ]
  • [ 2150-45-0 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1929, vol. <2> 124, p. 322
  • 8
  • [ 108-46-3 ]
  • [ 2150-45-0 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1929, vol. <2> 124, p. 322
  • 9
  • [ 74-88-4 ]
  • [ 2150-45-0 ]
Reference: [1] Journal of pharmaceutical sciences, 1970, vol. 59, # 1, p. 67 - 71
  • 10
  • [ 67-56-1 ]
  • [ 79205-25-7 ]
  • [ 2150-45-0 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 667 - 670
  • 11
  • [ 2150-45-0 ]
  • [ 18979-61-8 ]
Reference: [1] Arzneimittel-Forschung/Drug Research, 1973, vol. 23, # 12, p. 1745 - 1758
  • 12
  • [ 2150-45-0 ]
  • [ 67-56-1 ]
  • [ 22833-69-8 ]
Reference: [1] Tetrahedron Letters, 1980, vol. 21, p. 769 - 770
  • 13
  • [ 2150-45-0 ]
  • [ 74-88-4 ]
  • [ 22833-69-8 ]
Reference: [1] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004, vol. 59, # 7, p. 829 - 835
  • 14
  • [ 2150-45-0 ]
  • [ 125401-75-4 ]
Reference: [1] Patent: CN107311982, 2017, A,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 2150-45-0 ]

Aryls

Chemical Structure| 22833-69-8

[ 22833-69-8 ]

Methyl 2-hydroxy-6-methoxybenzoate

Similarity: 0.96

Chemical Structure| 5870-38-2

[ 5870-38-2 ]

Diethyl 2,5-dihydroxyterephthalate

Similarity: 0.94

Chemical Structure| 3147-64-6

[ 3147-64-6 ]

2-Hydroxy-6-methoxybenzoic acid

Similarity: 0.94

Chemical Structure| 4670-56-8

[ 4670-56-8 ]

Methyl 2-hydroxy-4-methylbenzoate

Similarity: 0.94

Chemical Structure| 79128-78-2

[ 79128-78-2 ]

2-Hydroxy-5-(methoxycarbonyl)benzoic acid

Similarity: 0.94

Esters

Chemical Structure| 22833-69-8

[ 22833-69-8 ]

Methyl 2-hydroxy-6-methoxybenzoate

Similarity: 0.96

Chemical Structure| 5870-38-2

[ 5870-38-2 ]

Diethyl 2,5-dihydroxyterephthalate

Similarity: 0.94

Chemical Structure| 5985-24-0

[ 5985-24-0 ]

Dimethyl 4-hydroxyisophthalate

Similarity: 0.94

Chemical Structure| 4670-56-8

[ 4670-56-8 ]

Methyl 2-hydroxy-4-methylbenzoate

Similarity: 0.94

Chemical Structure| 79128-78-2

[ 79128-78-2 ]

2-Hydroxy-5-(methoxycarbonyl)benzoic acid

Similarity: 0.94