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Camylofin

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Camylofin
Clinical data
Other namesAcamylophenine
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • Isopentyl 2-[2-(diethylamino)ethylamino]-2-phenylacetate
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.000.184Edit this at Wikidata
Chemical and physical data
FormulaC19H32N2O2
Molar mass320.477 g·mol−1
3D model (JSmol)
  • O=C(OCCC(C)C)C(NCCN(CC)CC)c1ccccc1
  • InChI=1S/C19H32N2O2/c1-5-21(6-2)14-13-20-18(17-10-8-7-9-11-17)19(22)23-15-12-16(3)4/h7-11,16,18,20H,5-6,12-15H2,1-4H3 ☒N
  • Key:RYOOHIUJEJZCFT-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Camylofin is anantimuscarinic drug.[1]

Camylofin is asmooth muscle relaxant with bothanticholinergic action and directsmooth muscle action. Anticholinergic action is produced by inhibiting the binding ofacetylcholine tomuscarinic receptors, but the action is less pronounced.[citation needed] Direct smooth muscle relaxation is achieved by inhibitingphosphodiesterase type IV, which leads to increasedcyclic AMP and eventually reducedcytosolic calcium. Thus camylofin has a comprehensive action to relieve smooth musclespasm. It is used to treat stomach ache in infants and children. Usually it is given in combination withparacetamol to treat stomach ache, as well aspyrexia.[2]

Synthesis

[edit]
Synthesis:[3][4] Patents:[5][6][7] Metamizole salt patents:[8][9][10]

TheHell–Volhard–Zelinsky halogenation on phenylacetic acid [103-82-2] (1) gives 2-Bromo-2-phenylacetyl bromide,CID:15621041 (2). Treatment withisoamyl alcohol [123-51-3] gives 3-methylbutyl bromo(phenyl)acetate [92018-48-9] (3). Alkylation with N,N-Diethylethylenediamine [100-36-7] (4) completed the synthesis ofCamylofin (5).

References

[edit]
  1. ^"Camylofin".PubChem. Retrieved2019-06-02.
  2. ^Sarbhjit K, Bajwa SK, Parmjit K, Surinder B (September 2013)."To compare the effect of camylofin dihydrochloride (anafortin) with combination of valethamate bromide (epidosin) and hyoscine butyl-N-bormide (buscopan) on cervical dilation".Journal of Clinical and Diagnostic Research.7 (9):1897–9.doi:10.7860/JCDR/2013/6231.3345.PMC 3809631.PMID 24179892.
  3. ^Bruzzese, Tiberio; Crescenzi, Elda (1966). "N-Aminoalkyl-α-aminoacids and Their Corresponding Ethyl Esters". Journal of Pharmaceutical Sciences. 55 (7): 737–740. doi:10.1002/jps.2600550717.
  4. ^Szarvasi, E. et al, Bull. Soc. Chim. Fr., 1957, 1019.
  5. ^Brock Norbert, Kuhas Engelbert, & Schmeisser Martin,U.S. patent 2,665,300 (1954 to Asta Medica AG).
  6. ^Martin Dr-Chem Schmeisser, Engelbert Dr Phil Kuehas, Norbert Dr Med Brock, DE842206 (1952 to Asta Werke Ag Chem Fab).
  7. ^, GB688331 (1953 to Asta Medica AG).
  8. ^, GB782068 (1957 to Asta Medica AG).
  9. ^Kuhas Engelbert, Brock Norbert, & Arnold Herbert, CA566251 (1958 to Asta Medica AG).
  10. ^Arnold Herbert, Kuhas Engelbert, & Brock Norbert,U.S. patent 2,857,395 (1958).
Drugs for
functional
bowel
disorders
Antimuscarinics
Tertiary
amino group
Quaternary
ammonium

compounds
Phosphodiesterase
inhibitors
Acting on
serotonin receptors
Other
Belladonna
and derivatives
(antimuscarinics)
Propulsives
mAChRsTooltip Muscarinic acetylcholine receptors
Agonists
Antagonists
Precursors
(andprodrugs)
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