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MedKoo Cat#: 573822 | Name: Amoxydramine

Description:

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

Amoxydramine is a metabolite of Diphenhydramine in humans.

Chemical Structure

Amoxydramine
Amoxydramine
CAS#3922-74-5 (free)

Theoretical Analysis

MedKoo Cat#: 573822

Name: Amoxydramine

CAS#: 3922-74-5 (free)

Chemical Formula: C17H21NO2

Exact Mass: 271.1572

Molecular Weight: 271.36

Elemental Analysis: C, 75.25; H, 7.80; N, 5.16; O, 11.79

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Related CAS #
3922-74-5 (free) 15350-99-9 (camsilate)
Synonym
Amoxydramine
IUPAC/Chemical Name
Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, N-oxide
InChi Key
OEQNVWKWQPTBSC-UHFFFAOYSA-N
InChi Code
1S/C17H21NO2/c1-18(2,19)13-14-20-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3
SMILES Code
C[N+](C)(CCOC(c1ccccc1)c2ccccc2)[O-]
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
Shelf Life
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 271.36 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: Wolfson SJ, Porter AW, Villani TS, Simon JE, Young LY. The antihistamine diphenhydramine is demethylated by anaerobic wastewater microorganisms. Chemosphere. 2018 Jul;202:460-466. doi: 10.1016/j.chemosphere.2018.03.093. Epub 2018 Mar 15. PMID: 29579680. 2: Blyden GT, Greenblatt DJ, Scavone JM, Shader RI. Pharmacokinetics of diphenhydramine and a demethylated metabolite following intravenous and oral administration. J Clin Pharmacol. 1986 Sep-Oct;26(7):529-33. doi: 10.1002/j.1552-4604.1986.tb02946.x. PMID: 3760245. 3: Natori Y, Yoshimoto T, Yamamoto T, Ishii A. Identification and quantification of diphenhydramine, haloperidol, and its metabolite, reduced haloperidol in a saponified brain specimen that was immersed in the sea water for more than 10 years. Leg Med (Tokyo). 2023 Mar;61:102188. doi: 10.1016/j.legalmed.2022.102188. Epub 2022 Dec 28. PMID: 36603491. 4: Kumar S, Rurak DW, Riggs KW. Simultaneous determination of diphenhydramine, its N-oxide metabolite and their deuterium-labeled analogues in ovine plasma and urine using liquid chromatography/electrospray tandem mass spectrometry. J Mass Spectrom. 1998 Dec;33(12):1171-81. doi: 10.1002/(SICI)1096-9888(199812)33:12<1171::AID-JMS731>3.0.CO;2-#. PMID: 9875521. 5: Hindmarsh KW, Wallace SM, Schneider CB, Korchinski ED. Methaqualone- diphenhydramine interaction study in humans. J Pharm Sci. 1983 Feb;72(2):176-80. doi: 10.1002/jps.2600720220. PMID: 6834256. 6: Hindmarsh KW, Hamon NW, LeGatt DF, Wallace SM. Effect of diphenhydramine on methaqualone metabolism: an in vitro study. J Pharm Sci. 1978 Nov;67(11):1547-50. doi: 10.1002/jps.2600671114. PMID: 712590. 7: Tonn GR, Abbott FS, Rurak DW, Axelson JE. Simultaneous analysis of diphenylmethoxyacetic acid, a metabolite of diphenhydramine, and its deuterium- labeled stable isotope analog in ovine plasma and urine. J Chromatogr B Biomed Appl. 1995 Jan 6;663(1):67-81. doi: 10.1016/0378-4347(94)00435-8. PMID: 7704215. 8: Lessard E, Yessine MA, Hamelin BA, Gauvin C, Labbé L, O'Hara G, LeBlanc J, Turgeon J. Diphenhydramine alters the disposition of venlafaxine through inhibition of CYP2D6 activity in humans. J Clin Psychopharmacol. 2001 Apr;21(2):175-84. doi: 10.1097/00004714-200104000-00009. PMID: 11270914. 9: Panitchpakdi M, Weldon KC, Jarmusch AK, Gentry EC, Choi A, Sepulveda Y, Aguirre S, Sun K, Momper JD, Dorrestein PC, Tsunoda SM. Non-invasive skin sampling detects systemically administered drugs in humans. PLoS One. 2022 Jul 26;17(7):e0271794. doi: 10.1371/journal.pone.0271794. PMID: 35881585; PMCID: PMC9321436. 10: Kalow W. Ethnic differences in drug metabolism. Clin Pharmacokinet. 1982 Sep-Oct;7(5):373-400. doi: 10.2165/00003088-198207050-00001. PMID: 6754206. 11: Moody JD, Heinze TM, Hansen EB Jr, Cerniglia CE. Metabolism of the ethanolamine-type antihistamine diphenhydramine (Benadryl) by the fungus Cunninghamella elegans. Appl Microbiol Biotechnol. 2000 Mar;53(3):310-5. doi: 10.1007/s002530050026. PMID: 10772471. 12: Barbanoj MJ, Antonijoan RM, Riba J, Valle M, Romero S, Jané F. Quantifying drug-drug interactions in pharmaco-EEG. Clin EEG Neurosci. 2006 Apr;37(2):108-20. doi: 10.1177/155005940603700208. PMID: 16733942. 13: Eggleston ST, Lush LW. Understanding allergic reactions to local anesthetics. Ann Pharmacother. 1996 Jul-Aug;30(7-8):851-7. doi: 10.1177/106002809603000724. PMID: 8826570. 14: Calvert RT, Parry R. The effect of alcohol intake on the disposition of diphenhydramine in man. J Clin Hosp Pharm. 1986 Aug;11(4):291-5. doi: 10.1111/j.1365-2710.1986.tb00854.x. PMID: 3760230. 15: Paton DM, Webster DR. Clinical pharmacokinetics of H1-receptor antagonists (the antihistamines). Clin Pharmacokinet. 1985 Nov-Dec;10(6):477-97. doi: 10.2165/00003088-198510060-00002. PMID: 2866055. 16: Rurak DW, Wright MR, Axelson JE. Drug disposition and effects in the fetus. J Dev Physiol. 1991 Jan;15(1):33-44. PMID: 1678754. 17: Bayazeid O, Nemutlu E, Eylem CC, İlhan M, Küpeli-Akkol E, Karahan H, Kelicen-Uğur P, Ersoz T, Yalçın FN. Neuroactivity of the naturally occurring aporphine alkaloid, roemerine. Nat Prod Res. 2021 Dec;35(24):6147-6152. doi: 10.1080/14786419.2020.1830395. Epub 2020 Oct 7. PMID: 33025828. 18: Lee D, Chronister CW, Hoyer J, Goldberger BA. Ethylone-Related Deaths: Toxicological Findings. J Anal Toxicol. 2015 Sep;39(7):567-71. doi: 10.1093/jat/bkv053. Epub 2015 May 29. PMID: 26025164. 19: Sheffer AL, Samuels LL. Cetirizine: antiallergic therapy beyond traditional H1 antihistamines. J Allergy Clin Immunol. 1990 Dec;86(6 Pt 2):1040-6. doi: 10.1016/s0091-6749(05)80251-9. PMID: 1979800. 20: Balogh A. Arzneimittel in der Therapie von Schlafstörungen--Ubersicht [Drug for the treatment of sleep disorders--review]. Z Arztl Fortbild Qualitatssich. 2001 Jan;95(1):11-6. German. PMID: 11233487.

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