15301-69-6 Usage
Originator
Urispas,SKF,US,1971
Uses
Different sources of media describe the Uses of 15301-69-6 differently. You can refer to the following data:
1. Flavoxate is a pharmaceutical active-containing film delivery device for oral transmucosal administration.
2. Relaxant (smooth muscle).
Definition
ChEBI: A carboxylic ester resulting from the formal condensation of 3-methylflavone-8-carboxylic acid with 2-(1-piperidinyl)ethanol.
Manufacturing Process
A mixture of 13.3 grams of anhydrous aluminum chloride and 100 ml of
carbon disulfide is added to 19.4 grams of 2-propionyloxybenzoic acid
(prepared from the reaction of propionyl chloride and 2-hydroxybenzoic acid).
After an initial evolution of hydrogen chloride, the solvent is removed by
distillation and the mixture is heated at 150° to 160°C for 4 hours. The cooled
reaction mixture is treated with ice and hydrochloric acid and the product, 2-
hydroxy-3-carboxypropiophenone, is obtained from the oily residue by
distillation in vacuo.A mixture of 1.9 grams of 2-hydroxy-3-carboxypropiophenone, 5.0 grams of
sodium benzoate and 20.0 grams of benzoic anhydride is heated at 180° to
190°C for 6 hours. A solution of 15.0 grams of potassium hydroxide in 50 ml
of ethanol and 20 ml of water is added and refluxed for 1 hour. The mixture is
evaporated and the residue after addition of water yields 3-methylflavone-8-
carboxylic acid.To a suspension of 12.0 grams of 3-methylflavone-8-carboxylic acid in 200 ml
of anhydrous benzene is added 10.0 grams of thionyl chloride. The mixture is
refluxed for 2 hours during which the suspended solid goes into solution. The
solvent is completely removed by distillation, the residue extracted with
benzene and the extract evaporated to dryness. The product, 3-
methylflavone-8-carboxylic acid chloride, is recrystallized from ligroin to give
crystals melting at 155° to 156°C.To 11.0 grams of 3-methylflavone-8-carboxylic acid chloride dissolved in 150
ml of anhydrous benzene is added at room temperature 4.8 grams of
piperidinoethanol and the mixture refluxed for 2 to 3 hours. The separated
solid is filtered, washed with benzene and dried. The product, piperidinoethyl
3-methylflavone-8-carboxylate hydrochloride is obtained as a colorless
crystalline solid, MP 232° to 234°C, (from US Patent 2,921,070).
Brand name
Urispas (Ortho-McNeil).
Therapeutic Function
Spasmolytic
Check Digit Verification of cas no
The CAS Registry Mumber 15301-69-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,3,0 and 1 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 15301-69:
(7*1)+(6*5)+(5*3)+(4*0)+(3*1)+(2*6)+(1*9)=76
76 % 10 = 6
So 15301-69-6 is a valid CAS Registry Number.
InChI:InChI=1/C24H25NO4/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25/h2,4-5,8-12H,3,6-7,13-16H2,1H3
15301-69-6Relevant articles and documents
Structural investigation, molecular structure and molecular docking of solifenacin succinate, flavoxate hydrochloride and tolterodine tartrate anti-cholinergic drugs: Correlation using thermal analysis and mass spectral fragmentation
Attia, Ali K.,Mohamed, Gehad G.,Ahmed, Heba E.
, p. 1345 - 1360 (2018)
In this work, solifenacin succinate (SOLS), flavoxate HCl (FLXHC) and tolterodine tartrate (TOLT) drugs were investigated using thermal analysis (TA) measurements in comparison with electron impact mass spectral fragmentation at 70?eV. Also chemical purity, melting point (using differential scanning calorimetry), activation energy and enthalpy in the process of characterizing medicines were important requirements evaluated in quality control of the pharmaceutical industry. The thermal decomposition of these drugs revealed a moderate stability up to 161, 215 and 195?°C for SOLS, FLXHC and TOLT drugs, respectively, before a complete decomposition in the temperature ranges of 161–800, 215–650 and 195–650?°C. The initial decomposition can be accounted for the loss of C7H12NO molecule, followed by loss of C20H20NO5 molecule for SOLS, loss of HCl, followed by loss of C24H25NO4 molecule for FLXHC, and loss of C23H30NO7 molecule followed by loss of C3H7 for TOLT drug. On the other hand, the molecular ion can easily fragmented by succinate, HCl and tartrate loss followed by loss of C2H5, C4H8 and C2H4 for SOLS, FLXHC and TOLT drugs, respectively. This is the best-selected pathway comparable with decomposition using TA. In addition, computational method including molecular docking was carried out to investigate the E. coli bacterial RNA (4p20) binding to the drug compounds under study. Molecular docking calculation indicated the existence of hydrogen bond and π-interaction between active sites of E. coli bacterial RNA (4p20) and O and or N and aromatic ring in all drug compounds which lead to their stabilization.
3-Propionylsalicylic acid derivatives and process for the preparation of the same
-
, (2008/06/13)
This invention relates to derivatives of 3-propionylsalicylic acid represented by the formula (1) STR1 wherein R represents a hydrogen atom, a lower alkyl group or a group STR2 (wherein R1 and R2 represent a lower alkyl group or R1 and R2, when taken together with the nitrogen atom to which they are attached, may form a heterocyclic ring with or without an intervening hetero atom, and n is an integer of 1 to 4), and X represents a hydrogen atom or a halogen atom, R being the group STR3 when X is a hydrogen atom. This invention also relates to processes for preparing the same.
