MedKoo Cat#: 414682 | Name: Oxyphenonium Free Base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Oxyphenonium Free Base is a quaternary ammonium anticholinergic agent with peripheral side effects similar to those of ATROPINE. It is used as an adjunct in the treatment of gastric and duodenal ulcer, and to relieve visceral spasms. The drug has also been used in the form of eye drops for mydriatic effect.

Chemical Structure

Oxyphenonium Free Base
Oxyphenonium Free Base
CAS#14214-84-7 (free base)

Theoretical Analysis

MedKoo Cat#: 414682

Name: Oxyphenonium Free Base

CAS#: 14214-84-7 (free base)

Chemical Formula: C21H34NO3+

Exact Mass: 348.2533

Molecular Weight: 348.51

Elemental Analysis: C, 72.37; H, 9.83; N, 4.02; O, 13.77

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
50-10-2 (Br); 14214-84-7 (free base)
Synonym
Oxyphenonium Free Base
IUPAC/Chemical Name
Ethanaminium, 2-((cyclohexylhydroxyphenylacetyl)oxy)-N,N-diethyl-N-methyl-
InChi Key
GFRUPHOKLBPHTQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H34NO3/c1-4-22(3,5-2)16-17-25-20(23)21(24,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6,8-9,12-13,19,24H,4-5,7,10-11,14-17H2,1-3H3/q+1
SMILES Code
O=C(OCC[N+](CC)(CC)C)C(O)(C1CCCCC1)C2=CC=CC=C2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 348.51 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.

Recalculate based on batch purity %
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
1: Moggia E, Koti R, Belgaumkar AP, Fazio F, Pereira SP, Davidson BR, Gurusamy KS. Pharmacological interventions for acute pancreatitis. Cochrane Database Syst Rev. 2017 Apr 21;4(4):CD011384. doi: 10.1002/14651858.CD011384.pub2. PMID: 28431202; PMCID: PMC6478067. 2: OXYPHENONIUM bromide. J Am Med Assoc. 1957 Aug 31;164(18):2047-8. PMID: 13462727. 3: FRASER H. Oxyphenonium bromide as a mydriatic. Br J Ophthalmol. 1956 Dec;40(12):751-3. doi: 10.1136/bjo.40.12.751. PMID: 13396161; PMCID: PMC1324738. 4: Feitsma KG. Enantiomers of oxyphenonium bromide. Analytical and pharmacological aspects. Pharm Weekbl Sci. 1988 Oct 14;10(5):221-3. doi: 10.1007/BF01956875. PMID: 3144701. 5: ROPER-HALL MJ. Oxyphenonium as an atropine substitute in ophthalmology. Br J Ophthalmol. 1957 Apr;41(4):238-42. doi: 10.1136/bjo.41.4.238. PMID: 13413139; PMCID: PMC509537. 6: Funasaki N, Kawaguchi R, Ishikawa S, Hada S, Neya S, Katsu T. Quantitative estimation of the bitter taste intensity of oxyphenonium bromide reduced by cyclodextrins from electromotive force measurements. Anal Chem. 1999 May 1;71(9):1733-6. doi: 10.1021/ac981286h. PMID: 21662814. 7: Feitsma KG, Postma DS, Koëter GH, Nossent GD, Brenth BF, de Zeeuw RA. Comparative study of the bronchodilating effects of (-)- and (+)-oxyphenonium bromide. Br J Clin Pharmacol. 1988 Jun;25(6):683-7. doi: 10.1111/j.1365-2125.1988.tb05253.x. PMID: 3144299; PMCID: PMC1386444. 8: Scholtmeijer RJ, van Mastrigt R. The effect of oxyphenonium bromide and oxybutynin hydrochloride on detrusor contractility and reflux in children with vesicoureteral reflux and detrusor instability. J Urol. 1991 Aug;146(2 ( Pt 2)):660-2. doi: 10.1016/s0022-5347(17)37887-4. PMID: 1907331. 9: Pokora J, Kleinrok Z, Chodkowska A, Skrzydło-Radomańska B. Effects of pentagastrin and oxyphenonium on the levels of serotonin and 5-hydroxyindoleacetic acid in different parts of the digestive tract, blood and brain of rats. Acta Physiol Pol. 1984 Jul-Aug;35(4):317-23. PMID: 6085901. 10: LEVINE RM, CLARK BB. The physiological disposition of oxyphenonium bromide (antrenyl) and related compounds. J Pharmacol Exp Ther. 1957 Sep;121(1):63-70. PMID: 13481828.