Diphenidol-d10 | CAS#unknown | Diphenidol internal standard

MedKoo Cat#: 464697 | Name: Diphenidol-d10

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Description:

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

Diphenidol-d10 is intended for use as an internal standard for the quantification of diphenidol by GC- or LC-MS. Diphenidol is an antagonist of muscarinic acetylcholine receptors (mAChRs; Kis = 0.43, 2.8, 1.1, 0.91, and 1.28 µM in CHO cell membranes expressing M1-5 receptors, respectively). It also inhibits Kv channels in Neuro2A cells (IC50 = 28.2 µM), as well as L-type voltage-gated calcium channels in differentiated NG 108-15 cells in a concentration-dependent manner. Microiontophoretic application of diphenidol inhibits rotation-induced firing of medial vestibular nucleus neurons in a cat model of vertigo. Diphenidol (3.2 mg/kg, i.v.) prevents apomorphine-induced emesis in dogs. Formulations containing diphenidol have been used in the treatment of vertigo and as antiemetics.

Chemical Structure

Diphenidol-d10

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464697

Name: Diphenidol-d10

CAS#: unknown

Chemical Formula: C21H17D10NO

Exact Mass: 319.2720

Molecular Weight: 319.51

Elemental Analysis: C, 78.94; H, 11.67; N, 4.38; O, 5.01

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 450.00	2 Weeks

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Related CAS #

No Data

Synonym

Diphenidol-d10; Diphenadol-d10

IUPAC/Chemical Name

1,1-diphenyl-4-(piperidin-1-yl-d10)butan-1-ol

InChi Key

OGAKLTJNUQRZJU-FNJHSXSFSA-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/i3D2,8D2,9D2,16D2,17D2

SMILES Code

OC(CCCN1C([2H])(C([2H])(C([2H])(C([2H])(C1([2H])[2H])[2H])[2H])[2H])[2H])(C2=CC=CC=C2)C3=CC=CC=C3

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 319.51 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.

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: Yang L, Zhao J, Liu M, Li L, Yang H, Guo C, Hu J, Xiang P, Shen B, Qiao Z, Dang Y, Shi Y. Identifying metabolites of diphenidol by liquid chromatography- quadrupole/orbitrap mass spectrometry using rat liver microsomes, human blood, and urine samples. Drug Test Anal. 2021 Feb 8. doi: 10.1002/dta.3012. Epub ahead of print. PMID: 33554459. 2: Yang L, Shen M, Xiang P, Shen B, Deng H, Qiang H, Dang Y, Shi Y. Application of a Validated UPLC-MS-MS Method for the Determination of Diphenidol in Biological Samples in 15 Authentic Lethal Cases. J Anal Toxicol. 2020 Oct 13:bkaa160. doi: 10.1093/jat/bkaa160. Epub ahead of print. PMID: 33048121. 3: Li X, Zhang C, Liu L, Gu M. Existing bitter medicines for fighting 2019-nCoV- associated infectious diseases. FASEB J. 2020 May;34(5):6008-6016. doi: 10.1096/fj.202000502. Epub 2020 Apr 13. PMID: 32281695; PMCID: PMC7262065. 4: Grassin-Delyle S, Salvator H, Mantov N, Abrial C, Brollo M, Faisy C, Naline E, Couderc LJ, Devillier P. Bitter Taste Receptors (TAS2Rs) in Human Lung Macrophages: Receptor Expression and Inhibitory Effects of TAS2R Agonists. Front Physiol. 2019 Oct 2;10:1267. doi: 10.3389/fphys.2019.01267. PMID: 31632299; PMCID: PMC6783802. 5: Wei X, Qin C, Gu C, He C, Yuan Q, Liu M, Zhuang L, Wan H, Wang P. A novel bionic in vitro bioelectronic tongue based on cardiomyocytes and microelectrode array for bitter and umami detection. Biosens Bioelectron. 2019 Dec 1;145:111673. doi: 10.1016/j.bios.2019.111673. Epub 2019 Sep 3. PMID: 31546200. 6: Sato G, Matsuda K, Matsuoka M, Fukuda J, Morita Y, Takahashi K, Horii A, Takeda N. Comparative study of anti-vertiginous and anti-anxious drugs for the treatment of chronic vestibular patients with secondary anxiety. Acta Otolaryngol. 2019 Jul;139(7):593-597. doi: 10.1080/00016489.2019.1612531. Epub 2019 May 20. PMID: 31107129. 7: Yoshida Y, Kawabata F, Kawabata Y, Nishimura S, Tabata S. Short-term perception of and conditioned taste aversion to umami taste, and oral expression patterns of umami taste receptors in chickens. Physiol Behav. 2018 Jul 1;191:29-36. doi: 10.1016/j.physbeh.2018.03.020. Epub 2018 Mar 26. PMID: 29588172. 8: Di Pizio A, Shy N, Behrens M, Meyerhof W, Niv MY. Molecular Features Underlying Selectivity in Chicken Bitter Taste Receptors. Front Mol Biosci. 2018 Jan 31;5:6. doi: 10.3389/fmolb.2018.00006. PMID: 29445727; PMCID: PMC5797744. 9: Liu K, Jaggupilli A, Premnath D, Chelikani P. Plasticity of the ligand binding pocket in the bitter taste receptor T2R7. Biochim Biophys Acta Biomembr. 2018 May;1860(5):991-999. doi: 10.1016/j.bbamem.2018.01.014. Epub 2018 Feb 12. PMID: 29355483. 10: Haraguchi T, Uchida T, Yoshida M, Kojima H, Habara M, Ikezaki H. The Utility of the Artificial Taste Sensor in Evaluating the Bitterness of Drugs: Correlation with Responses of Human TASTE2 Receptors (hTAS2Rs). Chem Pharm Bull (Tokyo). 2018;66(1):71-77. doi: 10.1248/cpb.c17-00619. PMID: 29311514. 11: Oritani S, Michiue T, Chen JH, Tani N, Ishikawa T. Biodistribution of diphenhydramine in reproductive organs in an overdose case. Hum Cell. 2017 Apr;30(2):106-116. doi: 10.1007/s13577-016-0151-9. Epub 2016 Nov 12. PMID: 27838883. 12: Wölfle U, Elsholz FA, Kersten A, Haarhaus B, Schumacher U, Schempp CM. Expression and Functional Activity of the Human Bitter Taste Receptor TAS2R38 in Human Placental Tissues and JEG-3 Cells. Molecules. 2016 Mar 3;21(3):306. doi: 10.3390/molecules21030306. PMID: 26950109; PMCID: PMC6273027. 13: 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. PMID: 26481789. 14: Hirose N, Kawabata Y, Kawabata F, Nishimura S, Tabata S. Bitter taste receptor T2R1 activities were compatible with behavioral sensitivity to bitterness in chickens. Biochem Biophys Res Commun. 2015 May 1;460(2):464-8. doi: 10.1016/j.bbrc.2015.03.056. Epub 2015 Mar 19. PMID: 25796330. 15: 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. PMID: 25596445. 16: Wölfle U, Elsholz FA, Kersten A, Haarhaus B, Müller WE, Schempp CM. Expression and functional activity of the bitter taste receptors TAS2R1 and TAS2R38 in human keratinocytes. Skin Pharmacol Physiol. 2015;28(3):137-46. doi: 10.1159/000367631. Epub 2015 Jan 7. PMID: 25573083. 17: Grazier MR, Armenian P, Vohra R. Illicit Distribution of Prescription Drugs: Report of Inadvertent Chloroquine Toxicity and a Market Survey of Businesses Serving Ethnic Minority Populations. Ann Pharmacother. 2014 Aug;48(8):1070-1076. doi: 10.1177/1060028014535908. Epub 2014 May 19. PMID: 24842857. 18: Li Y, Qi L, Shen Y, Ma H. Facile preparation of surface-exchangeable core@shell iron oxide@gold nanoparticles for magnetic solid-phase extraction: use of gold shell as the intermediate platform for versatile adsorbents with varying self-assembled monolayers. Anal Chim Acta. 2014 Feb 6;811:36-42. doi: 10.1016/j.aca.2013.12.020. Epub 2013 Dec 24. PMID: 24456592. 19: Grassin-Delyle S, Abrial C, Fayad-Kobeissi S, Brollo M, Faisy C, Alvarez JC, Naline E, Devillier P. The expression and relaxant effect of bitter taste receptors in human bronchi. Respir Res. 2013 Nov 22;14(1):134. doi: 10.1186/1465-9921-14-134. PMID: 24266887; PMCID: PMC4176101. 20: 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. PMID: 23916656.