Chemical compound
Camylofin is an antimuscarinic drug.[1]
Camylofin is a smooth muscle relaxant with both anticholinergic action as well as direct smooth muscle action. Anticholinergic action is produced by inhibiting the binding of acetylcholine to muscarinic receptors , but the action is less pronounced.[citation needed Direct smooth muscle relaxation is achieved by inhibiting phosphodiesterase type IV, which leads to increased cyclic AMP and eventually reduced cytosolic calcium. Thus camylofin has a comprehensive action to relieve smooth muscle spasm . It is used to treat stomach ache in infants and children. Usually it is given in combination with paracetamol to treat stomach ache, as well as pyrexia .[2]
Synthesis Synthesis:[3] [4] [5] [6] [7] [8] [9] [10] The Hell–Volhard–Zelinsky halogenation on phenylacetic acid [103-82-2] (1 ) gives 2-Bromo-2-phenylacetyl bromide, CID:15621041 (2 ). Treatment with isoamyl 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 of Camylofin (5 ).
References
^ "Camylofin" . PubChem . Retrieved 2019-06-02 .^ 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 . ^ 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.
^ Szarvasi, E. et al, Bull. Soc. Chim. Fr., 1957, 1019.
^ Brock Norbert, Kuhas Engelbert, & Schmeisser Martin, U.S. Patent 2,665,300
^ Martin Dr-Chem Schmeisser, Engelbert Dr Phil Kuehas, Norbert Dr Med Brock, DE842206 (1952 to Asta Werke Ag Chem Fab).
^ , GB688331 (1953 to Asta Medica AG).
^ , GB782068 (1957 to Asta Medica AG).
^ Kuhas Engelbert, Brock Norbert, & Arnold Herbert, CA566251 (1958 to Asta Medica AG).
^ Arnold Herbert, Kuhas Engelbert, & Brock Norbert, U.S. Patent 2,857,395
mAChRs Tooltip Muscarinic acetylcholine receptors
Agonists Antagonists
3-Quinuclidinyl benzilate 4-DAMP Aclidinium bromide (+formoterol )Abediterol AF-DX 250
AF-DX 384 Ambutonium bromide Anisodamine Anisodine Antihistamines (first-generation) (e.g., brompheniramine , buclizine , captodiame , chlorphenamine (chlorpheniramine) , cinnarizine , clemastine , cyproheptadine , dimenhydrinate , dimetindene , diphenhydramine , doxylamine , meclizine , mequitazine , perlapine , phenindamine , pheniramine , phenyltoloxamine , promethazine , propiomazine , triprolidine )AQ-RA 741
Atropine Atropine methonitrate Atypical antipsychotics (e.g., clozapine , fluperlapine , olanzapine (+fluoxetine ), rilapine, quetiapine , tenilapine , zotepine )Benactyzine Benzatropine (benztropine) Benzilone Benzilylcholine mustard Benzydamine BIBN 99
Biperiden Bornaprine Camylofin CAR-226,086 CAR-301,060 CAR-302,196 CAR-302,282 CAR-302,368
CAR-302,537
CAR-302,668 Caramiphen Cimetropium bromide Clidinium bromide Cloperastine CS-27349 Cyclobenzaprine Cyclopentolate Darifenacin DAU-5884
Desfesoterodine Dexetimide DIBD
Dicycloverine (dicyclomine) Dihexyverine Difemerine Diphemanil metilsulfate Ditran Drofenine EA-3167 EA-3443 EA-3580 EA-3834 Emepronium bromide Etanautine Etybenzatropine (ethybenztropine) Fenpiverinium Fentonium bromide Fesoterodine Flavoxate Glycopyrronium bromide (+beclometasone/formoterol , +indacaterol , +neostigmine )Hexahydrodifenidol
Hexahydrosiladifenidol
Hexbutinol
Hexocyclium Himbacine HL-031,120
Homatropine Imidafenacin Ipratropium bromide (+salbutamol )Isopropamide J-104,129
Hyoscyamine Mamba toxin 3 Mamba toxin 7 Mazaticol Mebeverine Meladrazine Mepenzolate Methantheline Methoctramine Methylatropine Methylhomatropine Methylscopolamine Metixene Muscarinic toxin 7 N-Ethyl-3-piperidyl benzilate N-Methyl-3-piperidyl benzilate Nefopam Octatropine methylbromide (anisotropine methylbromide) Orphenadrine Otenzepad (AF-DX 116) Otilonium bromide Oxapium iodide Oxitropium bromide Oxybutynin Oxyphencyclimine Oxyphenonium bromide PBID
PD-102,807 PD-0298029 Penthienate Pethidine pFHHSiD
Phenglutarimide Phenyltoloxamine Pipenzolate bromide Piperidolate Pirenzepine Piroheptine Pizotifen Poldine Pridinol Prifinium bromide Procyclidine Profenamine (ethopropazine) Propantheline bromide Propiverine Quinidine 3-Quinuclidinyl thiochromane-4-carboxylate Revefenacin Rociverine RU-47,213
SCH-57,790
SCH-72,788
SCH-217,443
Scopolamine (hyoscine) Scopolamine butylbromide (hyoscine butylbromide) Silahexacyclium
Sofpironium bromide Solifenacin SSRIs Tooltip Selective serotonin reuptake inhibitors (e.g., femoxetine , paroxetine )Telenzepine Terodiline Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin , mirtazapine )Tiemonium iodide Timepidium bromide Tiotropium bromide Tiquizium bromide
Tofenacin Tolterodine Tricyclic antidepressants (e.g., amitriptyline (+perphenazine ), amitriptylinoxide , butriptyline , cidoxepin , clomipramine , desipramine , desmethyldesipramine, dibenzepin , dosulepin (dothiepin) , doxepin , imipramine , lofepramine , nitroxazepine , northiaden (desmethyldosulepin) , nortriptyline , protriptyline , quinupramine , trimipramine )Tridihexethyl Trihexyphenidyl Trimebutine Tripitamine (tripitramine)
Tropacine
Tropatepine Tropicamide Trospium chloride Typical antipsychotics (e.g., chlorpromazine , chlorprothixene , cyamemazine (cyamepromazine) , loxapine , mesoridazine , thioridazine )Umeclidinium bromide (+vilanterol )WIN-2299 Xanomeline Zamifenacin
Precursors (and prodrugs )
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