Diphemanil Methylsulfate

• CAT Number: A000461
• CAS Number: 62-97-5
• Molecular Formula: C21H27NO4S
• Molecular Weight: 389.51
• Purity: ≥95%
• Target: AChR
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• InChI: 1S/C20H24N.CH4O4S/c1-21(2)15-13-19(14-16-21)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18;1-5-6(2,3)4/h3-12H,13-16H2,1-2H3;1H3,(H,2,3,4)/q+1;/p-1
• InChIKey: BREMLQBSKCSNNH-UHFFFAOYSA-M
• SMILES: C[N+]1(CCC(=C(C2=CC=CC=C2)C3=CC=CC=C3)CC1)C.COS(=O)(=O)[O-]

Diphemanil Methylsulfate is an antimuscarinic.

Reference

1: Biran-Mucignat V, Flamant C, Lachtar M, Perrot C, Chauty A, Novakova J,
Lavallée I, Mitanchez D, Aujard Y, Gold F. [Determinants of diphemanil
methylsulfate (Prantal) utilization: a survey of practice in the French neonatal
and intensive care units]. Arch Pediatr. 2007 Mar;14(3):254-8. Epub 2006 Dec 18.
French. PubMed PMID: 17175143.

2: Houri JJ, Gouaillard G, Acar V, Le Hoang MD, Pradeau D, Guyon F. LC
determination of diphemanil methylsulfate: application to stability study of
stored pharmaceutical formulations. J Pharm Biomed Anal. 2002 Jun 1;28(5):811-8.
PubMed PMID: 12039622.

3: Urios P, Grigorova-Borsos AM, Mozère G, Nakib S, Dauchy F, Peyroux J,
Sternberg M. Cyclic guanosylmonophosphate urinary excretion in
parasympathicomimetic or parasympatholytic syndromes induced by reserpine or
diphemanil-methylsulfate. Life Sci. 1999;64(2):113-23. PubMed PMID: 10069489.

4: Adamantidis M, Dumotier B, Caron J, Dupuis B. [Electrophysiologic effects and
arrhythmogenic potential of diphemanil methylsulfate on rabbit purkinje fibers.
Correlations with clinical observations of QT prolongation in pediatrics]. Arch
Mal Coeur Vaiss. 1998 Dec;91(12):1487-94. French. PubMed PMID: 9891832.

5: Cardiac risk with diphemanil methylsulfate in infants. Prescrire Int. 1998
Feb;7(33):21. PubMed PMID: 10183398.

6: Chéron G, Vidal AM, Rey E, Pons G, d/’Athis P, Olive G. [Pharmacokinetics of
diphemanil methylsulfate in infants]. Arch Pediatr. 1994 Jan;1(1):33-7. French.
PubMed PMID: 8087216.

7: Laccourreye O, Bonan B, Brasnu D, Laccourreye H. Treatment of Frey/’s syndrome
with topical 2% diphemanil methylsulfate (Prantal): a double-blind evaluation of
15 patients. Laryngoscope. 1990 Jun;100(6):651-3. PubMed PMID: 2190054.

8: Küng M, Diamond L. Effect of inhaled diphemanil methylsulfate, a
parasympatholytic agent, on histamine induced bronchoconstriction in asymptomatic
asthmatics. Ann Allergy. 1984 Jan;52(1):22-5. PubMed PMID: 6696291.

9: Diamond L, O/’Donnell M. A comparative study of two parasympatholytic
bronchodilator agents: ipratropium bromide and diphemanil methylsulfate. J
Pharmacol Exp Ther. 1981 Jan;216(1):1-5. PubMed PMID: 6450282.

10: FISHER C. Preliminary report on the use of diphemanil methylsulfate (Prantal)
2 per cent dusting powder in hyperhidrosis and bromhidrosis. J Am Podiatry Assoc.
1963 Aug;53:595-6. PubMed PMID: 13945267.