Home Cart 0 Sign in  

[ CAS No. 93-07-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 93-07-2
Chemical Structure| 93-07-2
Structure of 93-07-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 93-07-2 ]

Related Doc. of [ 93-07-2 ]

Alternatived Products of [ 93-07-2 ]

Product Details of [ 93-07-2 ]

CAS No. :93-07-2 MDL No. :
Formula : C9H10O4 Boiling Point : -
Linear Structure Formula :- InChI Key :DAUAQNGYDSHRET-UHFFFAOYSA-N
M.W : 182.17 Pubchem ID :7121
Synonyms :
3,4-Dimethoxybenzoic acid
Chemical Name :3,4-Dimethoxybenzoic acid

Calculated chemistry of [ 93-07-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.39
TPSA : 55.76 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) : -6.27 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.65
Log Po/w (XLOGP3) : 1.61
Log Po/w (WLOGP) : 1.4
Log Po/w (MLOGP) : 1.06
Log Po/w (SILICOS-IT) : 1.23
Consensus Log Po/w : 1.39

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.13
Solubility : 1.36 mg/ml ; 0.00746 mol/l
Class : Soluble
Log S (Ali) : -2.39
Solubility : 0.737 mg/ml ; 0.00405 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.03
Solubility : 1.72 mg/ml ; 0.00942 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 93-07-2 ]

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 [ 93-07-2 ]

* 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 [ 93-07-2 ]
  • Downstream synthetic route of [ 93-07-2 ]

[ 93-07-2 ] Synthesis Path-Upstream   1~25

  • 1
  • [ 1374308-81-2 ]
  • [ 93-07-2 ]
  • [ 2415-24-9 ]
Reference: [1] Helvetica Chimica Acta, 2012, vol. 95, # 4, p. 586 - 593
  • 2
  • [ 76195-91-0 ]
  • [ 1532-84-9 ]
  • [ 93-07-2 ]
Reference: [1] Acta Chimica Academiae Scientiarum Hungaricae, 1980, vol. 103, # 2, p. 259 - 270
  • 3
  • [ 90-24-4 ]
  • [ 93-07-2 ]
  • [ 855-97-0 ]
Reference: [1] Tetrahedron Letters, 2016, vol. 57, # 34, p. 3841 - 3843
  • 4
  • [ 93-07-2 ]
  • [ 4687-37-0 ]
Reference: [1] Synthetic Communications, 2007, vol. 37, # 10, p. 1665 - 1673
[2] Journal of Chemical Research - Part S, 1998, # 3, p. 136 - 137
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 10, p. 2477 - 2486
[4] Journal of the American Chemical Society, 1948, vol. 70, p. 60,62
  • 5
  • [ 6148-64-7 ]
  • [ 93-07-2 ]
  • [ 4687-37-0 ]
Reference: [1] Journal of Medicinal Chemistry, 2001, vol. 44, # 23, p. 3978 - 3984
  • 6
  • [ 93-07-2 ]
  • [ 5653-40-7 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 147, p. 227 - 237
[2] Organic and Biomolecular Chemistry, 2018, vol. 16, # 28, p. 5119 - 5135
[3] Patent: CN108484574, 2018, A,
  • 7
  • [ 93-07-2 ]
  • [ 13794-72-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4745 - 4749
[2] Patent: CN103254139, 2016, B,
[3] Patent: CN103254140, 2016, B,
[4] Patent: CN105037279, 2017, B,
[5] Chinese Journal of Chemistry, 2017, vol. 35, # 11, p. 1693 - 1700
[6] European Journal of Medicinal Chemistry, 2018, vol. 147, p. 227 - 237
[7] Journal of Labelled Compounds and Radiopharmaceuticals, 2018, vol. 61, # 2, p. 42 - 53
[8] Patent: CN108484574, 2018, A,
  • 8
  • [ 93-07-2 ]
  • [ 59084-72-9 ]
Reference: [1] Patent: WO2018/151830, 2018, A1,
  • 9
  • [ 93-07-2 ]
  • [ 21852-32-4 ]
Reference: [1] Pest Management Science, 2000, vol. 56, # 10, p. 875 - 881
  • 10
  • [ 93-07-2 ]
  • [ 37895-73-1 ]
  • [ 6286-46-0 ]
YieldReaction ConditionsOperation in experiment
82.37% With hydrogenchloride; bromine In water at 20 - 30℃; for 3 h; 3,4-Dimethoxybenzoic acid (25.0 g) was suspended in concentrated hydrochloric acid (35percent) (500 mL), and bromine (23.0 g, 1.05 equivalents) was added dropwise to the resultant suspension at 25° C. Subsequently, the resultant mixture was stirred for seven hours. Water (500 mL) was added to the mixture, and the mixture was stirred for one hour. Thereafter, the precipitated crystals were filtrated, and then dried under reduced pressure, to thereby produce crude crystals of 2-bromo-4,5-dimethoxybenzoic acid (34.47 g) (yield: 96.2percent). [0029] 1H-NMR(DMSO-d6, δ): 3.79(s,3H), 3.84(s,3H), 7.21(s,1H), 7.37(s,1H), 13.08(bs,1H). ; For evaluation of the effect of concentrated hydrochloric acid concentration, the aforementioned reaction was carried out under the following conditions (amount of bromine: 1.1 equivalents, reaction temperature: 20 to 30° C., and reaction time: three hours), while the concentration of concentrated hydrochloric acid employed was varied. The results are shown in Table 2.
Reference: [1] Patent: US2013/253222, 2013, A1, . Location in patent: Paragraph 0028; 0029; 0033
  • 11
  • [ 93-07-2 ]
  • [ 37895-73-1 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1858, vol. 108, p. 60
  • 12
  • [ 93-07-2 ]
  • [ 6702-50-7 ]
Reference: [1] Journal of the Chemical Society, 1930, p. 817,818
  • 13
  • [ 93-07-2 ]
  • [ 4998-07-6 ]
YieldReaction ConditionsOperation in experiment
77% With nitric acid In water at 60℃; for 6 h; Cooling with ice To a 100 mL flask was added 3,4-dimethoxybenzoic acid (10 g,54.9 mmol) and nitric acid (50 mL, 20percent) in an ice-bath. The reactionmixture was then stirred at 60 °C for 6 h. After cooling to rt, themixture was poured onto ice-water. The solid was filtered, washedwith water, dried. The crude was purified by a silica gel column toafford 2-nitro-4,5-dimethoxybenaoic acid as a light yellow solid(9.6 g, yield 77percent). mp 195-197 °C; 1H NMR (CDCl3, ppm): d 7.42 (s,1H), 7.26 (s, 1H), 4.03 (s, 3H), 4.02 (s, 3H).
77% at 60℃; for 6.5 h; Cooling with ice 3,4-Dimethoxybenzoic acid (10 g, 54.89 mmol) was added to a 250 ml pear-shaped flask.Under ice bath conditions, 150 ml of 20percent nitric acid was slowly added, and after stirring for 30 min, the ice bath was removed, and the reaction was heated at 60 ° C for 6 hours, and the reaction was completely confirmed by TLC. After the reaction was completed, the reaction solution was poured into a large amount of ice water and stirred for 30 min, and a solid was precipitated, suction filtered, and the filter cake was washed three times with water to obtain a yellow solid, which was passed through a silica gel column to obtain 9.6 g of yellow needle crystals, yield 77percent.
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 147, p. 227 - 237
[2] Patent: CN108484574, 2018, A, . Location in patent: Paragraph 0121; 0122; 0123
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 28, p. 5119 - 5135
[4] Patent: WO2010/76810, 2010, A2, . Location in patent: Page/Page column 15
  • 14
  • [ 93-07-2 ]
  • [ 709-09-1 ]
  • [ 4998-07-6 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1858, vol. 108, p. 60
[2] Chemische Berichte, 1876, vol. 9, p. 939[3] Chemische Berichte, 1878, vol. 11, p. 131
[4] Justus Liebigs Annalen der Chemie, 1896, vol. 293, p. 190
  • 15
  • [ 7697-37-2 ]
  • [ 93-07-2 ]
  • [ 709-09-1 ]
  • [ 4998-07-6 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1858, vol. 108, p. 60
[2] Chemische Berichte, 1876, vol. 9, p. 939[3] Chemische Berichte, 1878, vol. 11, p. 131
[4] Justus Liebigs Annalen der Chemie, 1896, vol. 293, p. 190
  • 16
  • [ 93-07-2 ]
  • [ 5722-93-0 ]
Reference: [1] Patent: US2013/253222, 2013, A1,
[2] Patent: US2013/253222, 2013, A1,
  • 17
  • [ 93-07-2 ]
  • [ 5653-46-3 ]
Reference: [1] Tetrahedron, 2008, vol. 64, # 46, p. 10552 - 10557
  • 18
  • [ 100753-47-7 ]
  • [ 6496-89-5 ]
  • [ 93-07-2 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1985, # 10, p. 3301 - 3312
  • 19
  • [ 93-07-2 ]
  • [ 26759-46-6 ]
Reference: [1] Patent: CN105037279, 2017, B,
  • 20
  • [ 93-07-2 ]
  • [ 173043-61-3 ]
Reference: [1] Tetrahedron, 2003, vol. 59, # 36, p. 7231 - 7243
  • 21
  • [ 93-07-2 ]
  • [ 179688-53-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4745 - 4749
[2] Patent: CN103254139, 2016, B,
[3] Chinese Journal of Chemistry, 2017, vol. 35, # 11, p. 1693 - 1700
  • 22
  • [ 93-07-2 ]
  • [ 179688-52-9 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4745 - 4749
[2] Patent: CN103254139, 2016, B,
[3] Chinese Journal of Chemistry, 2017, vol. 35, # 11, p. 1693 - 1700
  • 23
  • [ 93-07-2 ]
  • [ 788136-89-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4745 - 4749
[2] Chinese Journal of Chemistry, 2017, vol. 35, # 11, p. 1693 - 1700
  • 24
  • [ 93-07-2 ]
  • [ 877997-98-3 ]
Reference: [1] Patent: US2013/253222, 2013, A1,
[2] Patent: US2013/253222, 2013, A1,
[3] Patent: US2013/253222, 2013, A1,
  • 25
  • [ 93-07-2 ]
  • [ 877997-99-4 ]
Reference: [1] Patent: US2013/253222, 2013, A1,
[2] Patent: US2013/253222, 2013, A1,
[3] Patent: US2013/253222, 2013, A1,
Recommend Products
Same Skeleton Products
Historical Records