MedKoo Cat#: 341395 | Name: Zetidoline

Description:

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

Zetidoline is a biochemicla.

Chemical Structure

Zetidoline
Zetidoline
CAS#51940-78-4

Theoretical Analysis

MedKoo Cat#: 341395

Name: Zetidoline

CAS#: 51940-78-4

Chemical Formula: C16H22ClN3O

Exact Mass: 307.1451

Molecular Weight: 307.82

Elemental Analysis: C, 62.43; H, 7.20; Cl, 11.52; N, 13.65; O, 5.20

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
Zetidoline; MDL 308; MDL-308; MDL308.
IUPAC/Chemical Name
1-(m-Chlorophenyl)-3-(2-(3,3-dimethyl-1-azetidinyl)ethyl)-2-imidazolidinone
InChi Key
AHDBQMJRRXVRDY-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H22ClN3O/c1-16(2)11-18(12-16)6-7-19-8-9-20(15(19)21)14-5-3-4-13(17)10-14/h3-5,10H,6-9,11-12H2,1-2H3
SMILES Code
O=C1N(CCN2CC(C)(C)C2)CCN1C3=CC=CC(Cl)=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
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 307.82 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: Heidempergher F, Pillan A, Pinciroli V, Vaghi F, Arrigoni C, Bolis G, Caccia C, Dho L, McArthur R, Varasi M. Phenylimidazolidin-2-one derivatives as selective 5-HT3 receptor antagonists and refinement of the pharmacophore model for 5-HT3 receptor binding. J Med Chem. 1997 Oct 10;40(21):3369-80. PubMed PMID: 9341912. 2: Landi M, Dubini E, Zerilli LF. Quantitative determination of zetidoline, a new antipsychotic agent, in human blood plasma and saliva using capillary gas chromatograph-mass spectrometry. Boll Chim Farm. 1992 Sep;131(8):304-8. PubMed PMID: 1362884. 3: Bruhwyler J, Chleide E, Liégeois JF, Delarge J, Mercier M. Effects of specific dopaminergic agonists and antagonists in the open-field test. Pharmacol Biochem Behav. 1991 Jun;39(2):367-71. PubMed PMID: 1682946. 4: Tůma I, Zapletálek M, Krejsek J, Pidrman V. Some parameters of the immune system at schizophrenia therapy with chlorpromazine and zetidoline. Act Nerv Super (Praha). 1989 Dec;31(4):272-3. PubMed PMID: 2576921. 5: Korínková V. Clinical predictors of schizophrenic patient response to neuroleptics. Act Nerv Super (Praha). 1989 Jun;31(2):115-6. PubMed PMID: 2572131. 6: Collin S, Vercauteren DP, Vanderveken D, Evrard G, Durant F. Structural requirements of Na+-dependent antidopaminergic agents: Tropapride, Piquindone, Zetidoline, and Metoclopramide. Comparison with Na+-independent ligands. J Comput Aided Mol Des. 1989 Mar;3(1):39-53. PubMed PMID: 2715795. 7: Collin S, Evrard G, Vercauteren DP, Durant F, Carrupt PA, van de Waterbeemd H, Testa B. Stereoelectronic study of zetidoline, a dopamine D2 receptor antagonist. J Med Chem. 1989 Jan;32(1):38-42. PubMed PMID: 2521253. 8: Onali P, Olianas MC. Pharmacological and biochemical characterization of dopamine receptors mediating stimulation of a high affinity GTPase in rat striatum. Biochem Pharmacol. 1987 Sep 1;36(17):2839-45. PubMed PMID: 2820423. 9: Kilpatrick GJ, el Tayar N, Van de Waterbeemd H, Jenner P, Testa B, Marsden CD. The thermodynamics of agonist and antagonist binding to dopamine D-2 receptors. Mol Pharmacol. 1986 Sep;30(3):226-34. PubMed PMID: 2943980. 10: Assandri A, Galliani G, Zerilli L, Tuan G, Tarzia G, Barone D. Zetidoline metabolism by rat liver microsomes. Formation of metabolites with potential neuroleptic activity. Biochem Pharmacol. 1986 May 1;35(9):1459-67. PubMed PMID: 2871840. 11: Pugnetti P, Barone D, Peruzzi M, Restelli A. Zetidoline, a specific dopamine antagonist devoid of antiserotonergic activity in rodent brain. Pharmacol Res Commun. 1985 Dec;17(12):1141-51. PubMed PMID: 2869506. 12: Bateman DN. Studies on the pharmacological control of gastric emptying in man. Br J Clin Pharmacol. 1985 Oct;20(4):339-44. PubMed PMID: 3841005; PubMed Central PMCID: PMC1400888. 13: Barone D, Assandri A, Galliani G, Glässer A, Tarzia G. Characterization of [3H]zetidoline binding to rat striatal membranes. J Pharm Pharmacol. 1985 Mar;37(3):180-7. PubMed PMID: 2858565. 14: Mereu G, Fanni B, Collu M, Diena A, Glasser A. Zetidoline, a novel neuroleptic, activates nigral dopaminergic neurons in rats. Life Sci. 1985 Feb 4;36(5):459-64. PubMed PMID: 2857469. 15: Lobbezoo MW, Janszen FH, Tulp MT, Zwagemakers JM. Differential effects of metoclopramide and zetidoline on gastrointestinal motility. Eur J Pharmacol. 1985 Jan 22;108(2):105-12. PubMed PMID: 3979439. 16: Harris NC, Pinnock RD, Woodruff GN. Zetidoline blocks dopamine autoreceptors in the rat substantia nigra. Neuropharmacology. 1985 Jan;24(1):33-6. PubMed PMID: 2858831. 17: Assandri A, Perazzi A, Ferrari P, Martinelli E, Ripamonti A, Tarzia G, Tuan G. Metabolic fate of zetidoline, a new neuroleptic agent, in man. Naunyn Schmiedebergs Arch Pharmacol. 1985 Jan;328(3):341-7. PubMed PMID: 2858825. 18: Assandri A, Perazzi A, Fontanella L, Ferrari P, Ripamonti A, Tarzia G, Tuan G, Martinelli E. Metabolism of the neuroleptic agent zetidoline in the rat and the dog. Drug Metab Dispos. 1984 Sep-Oct;12(5):635-40. PubMed PMID: 6149917. 19: Silverstone T, Levine S, Freeman HL, Dubini A. Zetidoline, a new antipsychotic. First controlled trial in acute schizophrenia. Br J Psychiatry. 1984 Sep;145:294-9. PubMed PMID: 6148118. 20: Molcan J, Korínková V, Koníková M, Rakús A, Pribyl R. [Zetidoline in the treatment of schizophrenia--initial experiences]. Cesk Psychiatr. 1984 Jun;80(3):143-5. Slovak. PubMed PMID: 6148151.