WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H317624
CAS#: 972-02-1 (free base)
Description: Diphenidol is a muscarinic antagonist employed as an antiemetic and as an antivertigo agent.
Hodoodo Cat#: H317624
Name: Diphenidol
CAS#: 972-02-1 (free base)
Chemical Formula: C21H27NO
Exact Mass: 309.21
Molecular Weight: 309.445
Elemental Analysis: C, 81.51; H, 8.79; N, 4.53; O, 5.17
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 26363-46-2 (pamoate) 3254-89-5 (HCl) 972-02-1 (free base)
Synonym: SKF 478; SKF-478; SKF478; Diphenidol; Difenidol; Difenidolo
IUPAC/Chemical Name: 1,1-diphenyl-4-(piperidin-1-yl)butan-1-ol
InChi Key: OGAKLTJNUQRZJU-UHFFFAOYSA-N
InChi Code: InChI=1S/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2
SMILES Code: OC(C1=CC=CC=C1)(C2=CC=CC=C2)CCCN3CCCCC3
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 309.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Zhang L, Ma J, Li S, Xue R, Jin M, Zhou Y. Fatal diphenidol poisoning: a case report and a retrospective study of 16 cases. Forensic Sci Med Pathol. 2015 Dec;11(4):570-6. doi: 10.1007/s12024-015-9709-1. Epub 2015 Oct 19. PubMed PMID: 26481789.
2: Lin HT, Chiu CC, Wang JJ, Hung CH, Chen YW. High frequency transcutaneous electrical nerve stimulation with diphenidol administration results in an additive antiallodynic effect in rats following chronic constriction injury. Neurosci Lett. 2015 Mar 4;589:62-6. doi: 10.1016/j.neulet.2015.01.026. Epub 2015 Jan 14. PubMed PMID: 25596445.
3: Chen YW, Tzeng JI, Liu KS, Yu SH, Hung CH, Wang JJ. Systemic diphenidol reduces neuropathic allodynia and TNF-alpha overexpression in rats after chronic constriction injury. Neurosci Lett. 2013 Sep 27;552:62-5. doi: 10.1016/j.neulet.2013.07.030. Epub 2013 Jul 31. PubMed PMID: 23916656.
4: Leung YM, Wong KL, Cheng KS, Kuo CS, Su TH, Chen YW, Cheng TH. Inhibition of voltage-gated K+ channels and Ca2+ channels by diphenidol. Pharmacol Rep. 2012;64(3):739-44. PubMed PMID: 22814027.
5: Leung YM, Wu BT, Chen YC, Hung CH, Chen YW. Diphenidol inhibited sodium currents and produced spinal anesthesia. Neuropharmacology. 2010 Jun;58(7):1147-52. doi: 10.1016/j.neuropharm.2010.02.007. Epub 2010 Feb 20. PubMed PMID: 20176039.
6: Hernández J, Marcelín-Jiménez G, Rivera L, Alionka PA, Contreras L, Hinojosa M, Martínez-Rossier L, Amancio O, Fernández A. Development of an HPLC method for determination of diphenidol in plasma and its application in an oral multi-dose bioequivalence study in a healthy female Mexican population. J Pharm Biomed Anal. 2005 Jul 15;38(4):746-50. Epub 2005 Apr 13. PubMed PMID: 15967303.
7: Nakayama H, Yamakuni H, Nakayama A, Maeda Y, Imazumi K, Matsuo M, Mutoh S. Diphenidol has no actual broad antiemetic activity in dogs and ferrets. J Pharmacol Sci. 2004 Nov;96(3):301-6. Epub 2004 Nov 5. PubMed PMID: 15528840.
8: Yang CC, Deng JF. Clinical experience in acute overdosage of diphenidol. J Toxicol Clin Toxicol. 1998;36(1-2):33-9. PubMed PMID: 9541039.
9: Waelbroeck M, Camus J, Tastenoy M, Lambrecht G, Mutschler E, Kropfgans M, Sperlich J, Wiesenberger F, Tacke R, Christophe J. Thermodynamics of antagonist binding to rat muscarinic M2 receptors: antimuscarinics of the pridinol, sila-pridinol, diphenidol and sila-diphenidol type. Br J Pharmacol. 1993 Jun;109(2):360-70. PubMed PMID: 8102927; PubMed Central PMCID: PMC2175680.
10: Waelbroeck M, Tastenoy M, Camus J, Christophe J, Strohmann C, Linoh H, Zilch H, Tacke R, Mutschler E, Lambrecht G. Binding and functional properties of antimuscarinics of the hexocyclium/sila-hexocyclium and hexahydro-diphenidol/hexahydro-sila-diphenidol type to muscarinic receptor subtypes. Br J Pharmacol. 1989 Sep;98(1):197-205. PubMed PMID: 2804545; PubMed Central PMCID: PMC1854665.
11: Duvoisin RC. Diphenidol for levodopa induced nausea and vomiting. JAMA. 1972 Sep 18;221(12):1408. PubMed PMID: 5068561.
12: Corvera J, Torres G, Zepeda I. Evaluation of diphenidol in the symptomatic treatment of labyrinthine vertigo. Eye Ear Nose Throat Mon. 1970 Apr;49(4):190-4. PubMed PMID: 5481604.
13: Benson AJ. Effect of diphenidol and prochlorperazine on semicircular canal function in man. Aerosp Med. 1969 Jun;40(6):589-95. PubMed PMID: 4891872.
14: Cutt RA, Wolfson RJ, Keels EW, Ishiyama E. Electronystagmographic evaluation of the antivertiginous properties of diphenidol in the squirrel monkey. Aerosp Med. 1968 Jul;39(7):682-5. PubMed PMID: 4974022.
15: Evaluation of a new antiemetic agent. Diphenidol (Vontrol). JAMA. 1968 Apr 15;204(3):253-4. PubMed PMID: 5694729.
16: Lipschutz A, Fischer CC. Diphenidol--a new antiemetic. Clinical studies with children. Clin Pediatr (Phila). 1967 May;6(5):298-300. PubMed PMID: 5337019.
17: Marano MJ. Treatment of nausea and vomiting in children with diphenidol. J Med Soc N J. 1967 Mar;64(3):110-2. PubMed PMID: 5342287.
18: Smoot AC. Labyrinthine vertigo: symptomatic treatment with diphenidol. Del Med J. 1965 Oct;37(10):234-7. PubMed PMID: 5831499.
19: Marcelín-Jiménez G, Morales-Martínez M, Angeles-Moreno AP, Mendoza-Morales L. Ultra-fast chromatographic micro-assay for quantification of diphenidol in plasma: application in an oral multi-dose switchability trial. Biomed Chromatogr. 2008 Oct;22(10):1143-8. doi: 10.1002/bmc.1037. PubMed PMID: 18506741.
20: Varoli L, Andreani A, Burnelli S, Granaiola M, Leoni A, Locatelli A, Morigi R, Rambaldi M, Bedini A, Fazio N, Spampinato S. Diphenidol-related diamines as novel muscarinic M4 receptor antagonists. Bioorg Med Chem Lett. 2008 May 1;18(9):2972-6. doi: 10.1016/j.bmcl.2008.03.061. Epub 2008 Mar 23. PubMed PMID: 18395442.
