Product Name

  • Name

    Amlexanox

  • EINECS 804-135-3
  • CAS No. 68302-57-8
  • Article Data3
  • CAS DataBase
  • Density 1.408 g/cm3
  • Solubility
  • Melting Point >300 °C
  • Formula C16H14N2O4
  • Boiling Point 570 °C at 760 mmHg
  • Molecular Weight 298.298
  • Flash Point 298.5 °C
  • Transport Information
  • Appearance white crystalline solid
  • Safety 36/37-37-36
  • Risk Codes 22-43
  • Molecular Structure Molecular Structure of 68302-57-8 (Amlexanox)
  • Hazard Symbols Xn
  • Synonyms 2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid;5H-(1)Benzopyrano(2,3-b)pyridine-3-carboxylic acid, 2-amino-7-(1-methylethyl)-5-oxo-;Aphtheal;Elics;Solfa;
  • PSA 106.42000
  • LogP 3.32620

Synthetic route

ethyl 2-amino-7-isopropyl-5-oxo-5H-<1>benzopyrano<2,3-b>pyridine-3-carboxylate
68301-99-5

ethyl 2-amino-7-isopropyl-5-oxo-5H-<1>benzopyrano<2,3-b>pyridine-3-carboxylate

amlexanox
68302-57-8

amlexanox

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 130℃; for 3h;88%
6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile
50743-32-3

6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile

amlexanox
68302-57-8

amlexanox

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / piperidine / ethanol / 5 h / Heating
2: 88 percent / 50percent aq. H2SO4, AcOH / 3 h / 130 °C
View Scheme

Amlexanox Chemical Properties


IUPAC Name: 2-Amino-5-oxo-7-propan-2-ylchromeno[2,3-b]pyridine-3-carboxylic acid
Molecular Formula: C16H14N2O4
Molecular Weight: 298.29 g/mol
Mol File: 68302-57-8.mol
InChI: InChI=1/C16H14N2O4/c1-7(2)8-3-4-12-9(5-8)13(19)10-6-11(16(20)21)14(17)18-15(10)22-12/h3-7H,1-2H3,(H2,17,18)(H,20,21)
Mol File: c12c(oc3ccc(cc3c1=O)C(C)C)nc(N)c(c2)C(O)=O
Classification Code: Anti-allergic; Anti-allergic agents; Drug / Therapeutic Agent
Product Categories: Antiallergic; Antiasthmatic; Intermediates & Fine Chemicals; Pharmaceuticals
XLogP3-AA: 3.1
H-Bond Donor: 2
H-Bond Acceptor: 6
Rotatable Bond Count: 2
Tautomer Count: 6
Exact Mass: 298.095357
MonoIsotopic Mass: 298.095357
Topological Polar Surface Area: 103
Heavy Atom Count: 22
Complexity: 467
Index of Refraction: 1.668
Molar Refractivity: 78.97 cm3 
Molar Volume: 211.7 cm3 
Polarizability: 31.3×10-24 cm3
Density: 1.408 g/cm3
Surface Tension: 69 dyne/cm
Flash Point: 298.5 °C 
Enthalpy of Vaporization: 89.95 kJ/mol 
Boiling Point: 570 °C at 760 mmHg 
Melting Point: >3000 °C
Vapour Pressure of Amlexanox (CAS NO.68302-57-8): 7.86E-14 mmHg at 25 °C

Amlexanox Uses

 Amlexanox (CAS NO.68302-57-8) is used to inhibit release of allergic mediators from mast cells. It can antiallergic and antiasthmatic.

Amlexanox Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 450mg/kg (450mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.
mouse LD50 oral 2320mg/kg (2320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.
mouse LD50 subcutaneous 3310mg/kg (3310mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.
rat LD50 intraperitoneal 500mg/kg (500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.
rat LD50 oral 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.
rat LD50 subcutaneous 1400mg/kg (1400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 6405, 1985.

Amlexanox Specification

  Amlexanox (CAS NO.68302-57-8), its Synonyms are 2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid ; 5H-(1)Benzopyrano(2,3-b)pyridine-3-carboxylic acid, 2-amino-7-(1-methylethyl)-5-oxo- ; Amlexanoxo ; Amlexanoxum ; Amoxanox ; Aphthasol . It is white crystalline solid.

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