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MedKoo Cat#: 591155 | Name: Adiphenine

Description:

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

Adiphenine is an inhibitor of nicotinic receptors.

Chemical Structure

Adiphenine
CAS#64-95-9

Theoretical Analysis

MedKoo Cat#: 591155

Name: Adiphenine

CAS#: 64-95-9

Chemical Formula: C20H25NO2

Exact Mass: 311.1885

Molecular Weight: 311.43

Elemental Analysis: C, 77.14; H, 8.09; N, 4.50; O, 10.27

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 #
No Data
Synonym
Adiphenine;
IUPAC/Chemical Name
Benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester, (9CI)
InChi Key
JGOAIQNSOGZNBX-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H25NO2/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,19H,3-4,15-16H2,1-2H3
SMILES Code
O=C(OCCN(CC)CC)C(C1=CC=CC=C1)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
Soluble in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 311.43 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: Maurya N, Ud Din Parray M, Maurya JK, Kumar A, Patel R. Interaction of promethazine and adiphenine to human hemoglobin: A comparative spectroscopic and computational analysis. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jun 15;199:32-42. doi: 10.1016/j.saa.2018.03.023. Epub 2018 Mar 11. PubMed PMID: 29562212. 2: Sun N, Zang W, Li W. Bioinformatics analysis reveals potential candidate drugs for psychological stress in ovarian cancer. Eur Rev Med Pharmacol Sci. 2012 Oct;16(10):1362-6. PubMed PMID: 23104652. 3: Spitzmaul G, Gumilar F, Dilger JP, Bouzat C. The local anaesthetics proadifen and adiphenine inhibit nicotinic receptors by different molecular mechanisms. Br J Pharmacol. 2009 Jul;157(5):804-17. doi: 10.1111/j.1476-5381.2009.00214.x. Epub 2009 Apr 30. PubMed PMID: 19422391; PubMed Central PMCID: PMC2721265. 4: Ortiz MI, Fernández-Martínez E, Pérez-Hernández N, Macías A, Rangel-Flores E, Ponce-Monter H. Patterns of prescription and self-medication for treating primary dysmenorrhea in a Mexican population. Proc West Pharmacol Soc. 2007;50:165-7. PubMed PMID: 18605257. 5: Gentry CL, Lukas RJ. Local anesthetics noncompetitively inhibit function of four distinct nicotinic acetylcholine receptor subtypes. J Pharmacol Exp Ther. 2001 Dec;299(3):1038-48. PubMed PMID: 11714893. 6: Free RB, McKay DB. Receptor protection studies to characterize neuronal nicotinic receptors: tubocurarine prevents alkylation of adrenal nicotinic receptors. Brain Res. 2001 Feb 9;891(1-2):176-84. PubMed PMID: 11164821. 7: Vargas G, Havel J, Babácková L, Patocka J. Determination of drugs used as anti-Parkinson's disease drugs in urine and serum by capillary electrophoresis. J Capillary Electrophor. 1998 May-Aug;5(3-4):153-8. PubMed PMID: 10797881. 8: Lopez I, McKay DB. Effects of antimitotic agents on secretion and detergent extractibility of adrenal nicotinic acetylcholine receptors. Cell Mol Neurobiol. 1997 Oct;17(5):447-54. PubMed PMID: 9353587. 9: Hayashi H, Fujii R. Pharmacological profiles of the subtypes of muscarinic cholinoceptors that mediate aggregation of pigment in the melanophores of two species of catfish. Pigment Cell Res. 1994 Jun;7(3):175-83. PubMed PMID: 7971751. 10: Tong WQ, Lach JL, Chin TF, Guillory JK. Structural effects on the binding of amine drugs with the diphenylmethyl functionality to cyclodextrins. I. A microcalorimetric study. Pharm Res. 1991 Jul;8(7):951-7. PubMed PMID: 1924150. 11: Tong WQ, Lach JL, Chin TF, Guillory JK. Microcalorimetric investigation of the complexation between 2-hydroxypropyl-beta-cyclodextrin and amine drugs with the diphenylmethyl functionality. J Pharm Biomed Anal. 1991;9(10-12):1139-46. PubMed PMID: 1822185. 12: Ferracuti S, Leardi MG, Innocenti P, Cruccu G, Prandi P. [Electric stimulation of the dental pulp in the evaluation of the central effect of analgesics]. Boll Soc Ital Biol Sper. 1990 Jun;66(6):529-36. Italian. PubMed PMID: 1979494. 13: Dauphin F, Hamel E. Muscarinic receptor subtype mediating vasodilation feline middle cerebral artery exhibits M3 pharmacology. Eur J Pharmacol. 1990 Mar 20;178(2):203-13. PubMed PMID: 2328761. 14: McKay DB, Trent-Sanchez P. Effect of noncompetitive nicotinic receptor blockers on catecholamine release from cultured adrenal chromaffin cells. Pharmacology. 1990;40(4):224-30. PubMed PMID: 1697077. 15: Beach JE, Smallridge RC, Chiang PK, Fein HG. Reversal of inhibition of prolactin secretion in cultured pituitary cells by muscarinic antagonists. J Pharmacol Exp Ther. 1988 Aug;246(2):548-52. PubMed PMID: 3404446. 16: Michel AD, Whiting RL. Direct binding studies on ileal and cardiac muscarinic receptors. Br J Pharmacol. 1987 Dec;92(4):755-67. PubMed PMID: 3427279; PubMed Central PMCID: PMC1853717. 17: Witkin JM, Gordon RK, Chiang PK. Comparison of in vitro actions with behavioral effects of antimuscarinic agents. J Pharmacol Exp Ther. 1987 Sep;242(3):796-803. PubMed PMID: 3498817. 18: Eglen RM, Whiting RL. Competitive and non-competitive antagonism exhibited by 'selective' antagonists at atrial and ileal muscarinic receptor subtypes. Br J Pharmacol. 1987 Apr;90(4):701-7. PubMed PMID: 3580704; PubMed Central PMCID: PMC1917216. 19: Michelot J, Moreau MF, Veyre A, Labarre P, Meyniel G. Brain uptake of labelled adiphenine in rats. Biopharm Drug Dispos. 1986 Mar-Apr;7(2):197-206. PubMed PMID: 2871876. 20: Michelot J, Moreau MF, Veyre A, Labarre P, Meyniel G. Adiphenine plasma levels and blood-brain barrier crossing in the rat. Eur J Drug Metab Pharmacokinet. 1985 Oct-Dec;10(4):273-8. PubMed PMID: 2869948.

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