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MedKoo Cat#: 530000 | Name: Amesergide

Description:

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

Amesergide is a serotonin antagonist.

Chemical Structure

Amesergide
Amesergide
CAS#121588-75-8

Theoretical Analysis

MedKoo Cat#: 530000

Name: Amesergide

CAS#: 121588-75-8

Chemical Formula: C25H35N3O

Exact Mass: 393.2780

Molecular Weight: 393.58

Elemental Analysis: C, 76.29; H, 8.96; N, 10.68; O, 4.07

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
Amesergide
IUPAC/Chemical Name
Ergoline-8-carboxamide, N-cyclohexyl-6-methyl-1-(1-methylethyl)-, (8-beta)-
InChi Key
KEMOOQHMCGCZKH-JMUQELJHSA-N
InChi Code
InChI=1S/C25H35N3O/c1-16(2)28-15-17-13-23-21(20-10-7-11-22(28)24(17)20)12-18(14-27(23)3)25(29)26-19-8-5-4-6-9-19/h7,10-11,15-16,18-19,21,23H,4-6,8-9,12-14H2,1-3H3,(H,26,29)/t18-,21-,23-/m1/s1
SMILES Code
[H][C@@]1(N(C)C[C@H](C(NC2CCCCC2)=O)C[C@@]13[H])CC4=CN(C(C)C)C5=C4C3=CC=C5
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 393.58 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: Vlassenko A, Sheline YI, Fischer K, Mintun MA. Cerebral perfusion response to successful treatment of depression with different serotoninergic agents. J Neuropsychiatry Clin Neurosci. 2004 Summer;16(3):360-3. PubMed PMID: 15377745. 2: O'Neill MF, Hicks CA, Shaw G, Parameswaran T, Cardwell GP, O'Neill MJ. Effects of 5-hydroxytryptamine2 receptor antagonism on the behavioral activation and immediate early gene expression induced by dizocilpine. J Pharmacol Exp Ther. 1998 Dec;287(3):839-46. PubMed PMID: 9864262. 3: Black KJ, Sheline YI. Personality disorder scores improve with effective pharmacotherapy of depression. J Affect Disord. 1997 Mar;43(1):11-8. PubMed PMID: 9127826. 4: Coccaro EF, Kavoussi RJ, Oakes M, Cooper TB, Hauger R. 5-HT2a/2c receptor blockade by amesergide fully attenuates prolactin response to d-fenfluramine challenge in physically healthy human subjects. Psychopharmacology (Berl). 1996 Jul;126(1):24-30. PubMed PMID: 8853213. 5: Cushing DJ, Zgombick JM, Nelson DL, Cohen ML. LY215840, a high-affinity 5-HT7 receptor ligand, blocks serotonin-induced relaxation in canine coronary artery. J Pharmacol Exp Ther. 1996 Jun;277(3):1560-6. PubMed PMID: 8667223. 6: Chien AJ, Dunner DL. The Tridimensional Personality Questionnaire in depression: state versus trait issues. J Psychiatr Res. 1996 Jan-Feb;30(1):21-7. PubMed PMID: 8736463. 7: Kelich SL, Meade PL 2nd, Seyler DE. Developmental toxicity of amesergide administered by gavage to CD rats and New Zealand white rabbits. Fundam Appl Toxicol. 1995 Sep;27(2):247-51. PubMed PMID: 8529820. 8: Baumann P, Hatzinger M, Hemmeter U, Seifritz E, Eap CB, Holsboer E. Influence of amesergide treatment on the dextromethorphan test. Br J Clin Pharmacol. 1994 Aug;38(2):151-2. PubMed PMID: 7981017; PubMed Central PMCID: PMC1364862. 9: Cohen ML, Kurz KD, Fuller RW, Calligaro DO. Comparative 5-HT2-receptor antagonist activity of amesergide and its active metabolite 4-hydroxyamesergide in rats and rabbits. J Pharm Pharmacol. 1994 Mar;46(3):226-9. PubMed PMID: 8027933. 10: Bertschy G, Vandel S, Baumann P. Rhabdomyolysis after moderate alcohol abuse and physical training during amesergide treatment. Therapie. 1994 Mar-Apr;49(2):151-2. PubMed PMID: 7817348. 11: Seyler DE, Cohen IR, Sauter S. Effects of the serotonin antagonist amesergide on reproduction in female rats. Reprod Toxicol. 1993 Nov-Dec;7(6):607-12. PubMed PMID: 8118111. 12: Martinelli MJ, Bloomquist W, Peterson BC, Cohen ML. Amesergide and structurally related nor-D-ergolines: 5HT2 receptor interactions in the rat. J Med Chem. 1993 Sep 3;36(18):2671-5. PubMed PMID: 8410979. 13: Johnson MP, Audia JE, Nissen JS, Nelson DL. N(1)-substituted ergolines and tryptamines show species differences for the agonist-labeled 5-HT2 receptor. Eur J Pharmacol. 1993 Aug 3;239(1-3):111-8. PubMed PMID: 8223886. 14: Foreman MM, Fuller RW, Nelson DL, Calligaro DO, Kurz KD, Misner JW, Garbrecht WL, Parli CJ. Preclinical studies on LY237733, a potent and selective serotonergic antagonist. J Pharmacol Exp Ther. 1992 Jan;260(1):51-7. PubMed PMID: 1731051. 15: McBride PA, Mann JJ, Nimchinsky E, Cohen ML. Inhibition of serotonin-amplified human platelet aggregation by ketanserin, ritanserin, and the ergoline 5HT2 receptor antagonists-LY53857, sergolexole, and LY237733. Life Sci. 1990;47(23):2089-95. PubMed PMID: 2125095.