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MedKoo Cat#: 329016 | Name: Dexetimide

Description:

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

Dexetimide, also known as Serenone and R-16470, is a muscarinic cholinergic antagonist that has been used to treat neuroleptic-induced parkinsonism.

Chemical Structure

Dexetimide
Dexetimide
CAS#21888-98-2 (free base)

Theoretical Analysis

MedKoo Cat#: 329016

Name: Dexetimide

CAS#: 21888-98-2 (free base)

Chemical Formula: C23H26N2O2

Exact Mass: 362.1994

Molecular Weight: 362.47

Elemental Analysis: C, 76.21; H, 7.23; N, 7.73; O, 8.83

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 #
21888-96-0 (HCl) 21888-98-2 (free base)
Synonym
Dexetimide; R 16470; R-16470; R16470; Serenone; Tremblex
IUPAC/Chemical Name
(R)-1'-benzyl-3-phenyl-[3,4'-bipiperidine]-2,6-dione
InChi Key
LQQIVYSCPWCSSD-QHCPKHFHSA-N
InChi Code
InChI=1S/C23H26N2O2/c26-21-11-14-23(22(27)24-21,19-9-5-2-6-10-19)20-12-15-25(16-13-20)17-18-7-3-1-4-8-18/h1-10,20H,11-17H2,(H,24,26,27)/t23-/m0/s1
SMILES Code
O=C([C@@](C1=CC=CC=C1)(C2CCN(CC3=CC=CC=C3)CC2)CC4)NC4=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
>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 362.47 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: Bakker G, Vingerhoets WA, van Wieringen JP, de Bruin K, Eersels J, de Jong J, Chahid Y, Rutten BP, DuBois S, Watson M, Mogg AJ, Xiao H, Crabtree M, Collier DA, Felder CC, Barth VN, Broad LM, Bloemen OJ, van Amelsvoort TA, Booij J. 123I-iododexetimide preferentially binds to the muscarinic receptor subtype M1 in vivo. J Nucl Med. 2015 Feb;56(2):317-22. doi: 10.2967/jnumed.114.147488. Epub 2015 Jan 15. PubMed PMID: 25593117. 2: Knol RJ, de Bruin K, Opmeer B, Voorn P, Jonker AJ, van Eck-Smit BL, Booij J. Decreased ipsilateral [¹²³I]iododexetimide binding to cortical muscarinic receptors in unilaterally 6-hydroxydopamine lesioned rats. Nucl Med Biol. 2014 Jan;41(1):90-5. doi: 10.1016/j.nucmedbio.2013.10.003. Epub 2013 Oct 18. PubMed PMID: 24267055. 3: Jain KK, Hauptman PJ, Spertus JA, Kennedy KF, Bateman TM, Jacobson AF, Stolker JM. Incremental utility of iodine-123 meta-iodobenzylguanidine imaging beyond established heart failure risk models. J Card Fail. 2014 Aug;20(8):577-83. doi: 10.1016/j.cardfail.2014.06.001. Epub 2014 Jun 18. PubMed PMID: 24951931. 4: Lüllmann H, Schmaus H, Staemmler C, Ziegler A. Comparison of atropine and dexetimide in treatment of intoxications by selected organophosphates. Acta Pharmacol Toxicol (Copenh). 1982 Mar;50(3):230-7. PubMed PMID: 7046345. 5: Sánchez-Roa PM, Wagner HN Jr, Villemagne VL, London ED, Lever JR. Effects of extracellular acetylcholine on muscarinic receptor binding assessed by [125I]dexetimide and a simple probe. Eur J Pharmacol. 1998 Oct 9;358(3):207-11. PubMed PMID: 9822886. 6: Zwanikken GJ, Oei TT, Kimya S, Amery W. Safety and efficacy of prolonged treatment with Tremblex (dexetimide), an antiparkinsonian agent. A controlled study. Acta Psychiatr Belg. 1976 May;76(3):467-9. PubMed PMID: 1020682. 7: Uno Y, Matsumura K, Scheffel U, Wilson AA, Dannals RF, Wagner HN Jr. Effects of atropine treatment on in vitro and in vivo binding of 4-[125I]-dexetimide to central and myocardial muscarinic receptors. Eur J Nucl Med. 1991;18(7):447-52. PubMed PMID: 1915471. 8: DeHaven-Hudkins DL, Hudkins RL. Binding of dexetimide and levetimide to [3H](+)pentazocine- and [3H]1,3-di(2-tolyl)guanidine-defined sigma recognition sites. Life Sci. 1991;49(18):PL135-9. PubMed PMID: 1656155. 9: Deze J, Völler GW. Treatment of Parkinsonian syndrome with dexetimide. Acta Psychiatr Belg. 1979 Nov-Dec;79(6):704-11. PubMed PMID: 554448. 10: Wauquier A, Niemegeers CJ, Lal H. Differential antagonism by the antichlolinergic dexetimide of inhibitory effects of haloperidol and fentanyl on brain self-stimulation. Psychopharmacologia. 1975;41(3):229-35. PubMed PMID: 1153612. 11: Chen Y. [A double-blind study on the effect of dexetimide in the control of neuroleptic-induced extrapyramidal side-effects]. Zhonghua Shen Jing Jing Shen Ke Za Zhi. 1991 Aug;24(4):197-9, 251. Chinese. PubMed PMID: 1683277. 12: Dannals RF, Långström B, Ravert HT, Wilson AA, Wagner HN Jr. Synthesis of radiotracers for studying muscarinic cholinergic receptors in the living human brain using positron emission tomography: [11C]dexetimide and [11C]levetimide. Int J Rad Appl Instrum A. 1988;39(4):291-5. PubMed PMID: 2838435. 13: Lüllmann H, Reil GH, Timmermans PB, Ziegler A. [The influence of the beat frequency on the time course of drug binding and pharmacological action of dexetimide in atrial muscle (author's transl)]. Arch Pharm (Weinheim). 1980 Aug;313(8):657-67. German. PubMed PMID: 7416924. 14: Boundy KL, Barnden LR, Katsifis AG, Rowe CC. Reduced posterior cingulate binding of I-123 iodo-dexetimide to muscarinic receptors in mild Alzheimer's disease. J Clin Neurosci. 2005 May;12(4):421-5. PubMed PMID: 15925773. 15: Skopová J, Faltus F, Filip V, Jirák R, Karen P, Posmurová M, Dobiásová A. [Fluspirilene in schizophrenia maintenance therapy and its interaction with dexetimide]. Cesk Psychiatr. 1985 Dec;81(6):414-9. Czech. PubMed PMID: 3912068.