| Identification | More | [Name]
Flopropione | [CAS]
2295-58-1 | [Synonyms]
2',4',6'-TRIHYDROXYPROPIOPHENONE
2,4,6-TRIHYDROXYPROPIOPHENONE
FLOPROPIONE
PHLOPROPIOPHENONE
PHLOROPROPIOPHENONE
1-(2,4,6-trihydroxyphenyl)-1-propanon
1-(2,4,6-Trihydroxyphenyl)-1-propanone
13907 R. P.
13907r.p.
1-Propanone, 1-(2,4,6-trihydroxyphenyl)-
2’,4’,6’-trihydroxy-propiophenon
Argobyl
Chlonarin
Cospanon
Ecapron
Flopion
Flopropion
Gallepronin
Gasstenon
Labroda | [EINECS(EC#)]
218-942-8 | [Molecular Formula]
C9H10O4 | [MDL Number]
MFCD00016456 | [Molecular Weight]
182.17 | [MOL File]
2295-58-1.mol |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RTECS ]
UH4429100 | [TSCA ]
TSCA listed | [HS Code ]
2914.50.3000 |
| Hazard Information | Back Directory | [Uses]
antispasmodic | [Definition]
ChEBI: Flopropione is an organic molecular entity. | [Preparation]
Preparation by reaction of propionitrile with phlo-roglucinol (Hoesch reaction);
Preparation by reaction of propionic anhydride with phloroglucinol
in the presence of concentrated sulfuric acid (one drop) at 130° for 5 min ? (65%)
in the presence of Amberlite IR-120 (cation exchange resin sulfonic acid ? type) at 160° for 2–3 h (42%). N.B.: Zeokarb 225 was found to be as effective
in the presence of boron trifluoride etherate at 10° (62–65%)
Preparation by reaction of propionyl chloride with phloroglucinol
in the presence of aluminium chloride in nitrobenzene/carbon disulfide ? solution (76%), in nitrobenzene at 60° (55%) or without solvent at 50° (70%)
in the presence of boron trifluoride etherate at 10° (compound ? 3) (62–65%). | [Synthesis]
General procedure: Anhydrous AlCl3 (4 eq.) was slowly added to a stirred suspension of resorcinol (1 eq.) in CS2. Subsequently, nitrobenzene was added dropwise over 30 minutes. The reaction mixture was refluxed at 55 °C for 30 min. Next, propionyl chloride (1 eq.) dissolved in nitrobenzene was slowly added over 30 min and the reaction mixture continued to be heated for 30 min. Upon completion of the reaction, the mixture was allowed to cool to room temperature with stirring, followed by slow pouring into an ice water bath. 3M HCl was added to quench the reaction. The organic solvent was removed by distillation under reduced pressure and the resulting oily residue was extracted with Et2O. After extraction, Et2O was removed by evaporation and the crude product was purified by fast chromatography (eluent: petroleum ether (boiling point 50-70 °C)/ethyl acetate, ratio tapered from 5:1 to 3:1). | [in vivo]
The effect of Flopropione as an antispasmodic agent on the rate of passing a calculus from the urinary tract has been compared retrospectively with patients in whom passage was spontaneous. Flopropine has been shown, with statistical significance, to be superior to the control in cumulative passage rate after initiation of administration. Flopropine has been shown to exert a spasmolytic effect not only on smooth muscle of the gastrointestinal tract but also on smooth muscle of the pancreatobiliary and urinary systems[3]. | [IC 50]
5-HT1A Receptor; COMT | [References]
[1] Agricultural and Biological Chemistry, 1985, vol. 49, # 3, p. 719 - 724
[2] European Journal of Medicinal Chemistry, 2014, vol. 85, p. 621 - 628
[3] Australian Journal of Chemistry, 2005, vol. 58, # 7, p. 551 - 555
[4] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 255 - 262
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 13, p. 4402 - 4409 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Maya High Purity Chemicals
|
| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
| Company Name: |
Candia Thamtech Company Limited
|
| Telephone: |
0371-86615086 18203638366 0371-86159066 13526786601 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15771/0_EN.htm |
|