MedKoo Cat#: 413266 | Name: Conolidine

Description:

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

Conolidine is an analgesic from the stem bark of Tabernaemontana divaricata.

Chemical Structure

 Conolidine
Conolidine
CAS#100414-81-1

Theoretical Analysis

MedKoo Cat#: 413266

Name: Conolidine

CAS#: 100414-81-1

Chemical Formula: C17H18N2O

Exact Mass: 266.1419

Molecular Weight: 266.34

Elemental Analysis: C, 76.66; H, 6.81; N, 10.52; O, 6.01

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
Conolidine; Ervaticine; (+)-Conolidine; (+)-Ervaticine;
IUPAC/Chemical Name
(1R,13S,14E)-14-ethylidene-1,10- diazatetracyclo(11.2.2.0(3,11).0{4,9})heptadeca-3(11),4,6,8-tetraen-12-one
InChi Key
DBGBUYFOJXOYNY-RENATIMJSA-N
InChi Code
InChI=1S/C17H18N2O/c1-2-11-9-19-8-7-12(11)17(20)16-14(10-19)13-5-3-4-6-15(13)18-16/h2-6,12,18H,7-10H2,1H3/b11-2-/t12-/m0/s1
SMILES Code
O=C([C@@]/1([H])CC2)C3=C(C4=CC=CC=C4N3)C[N@]2CC1=C\C
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
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 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: Chen G, Wang C, Zou L, Zhu J, Li Y, Qi C. Six-Step Total Synthesis of (±)-Conolidine. J Nat Prod. 2019 Nov 22;82(11):2972-2978. doi: 10.1021/acs.jnatprod.9b00302. Epub 2019 Nov 5. PMID: 31686504. 2: Mendis GDC, Berecki G, Morrisroe E, Pachernegg S, Li M, Varney M, Osborne PB, Reid CA, Halgamuge S, Petrou S. Discovering the pharmacodynamics of conolidine and cannabidiol using a cultured neuronal network based workflow. Sci Rep. 2019 Jan 15;9(1):121. doi: 10.1038/s41598-018-37138-w. PMID: 30644434; PMCID: PMC6333801. 3: Arita T, Asano M, Kubota K, Domon Y, Machinaga N, Shimada K. Discovery of conolidine derivative DS39201083 as a potent novel analgesic without mu opioid agonist activity. Bioorg Med Chem Lett. 2019 Aug 1;29(15):1938-1942. doi: 10.1016/j.bmcl.2019.05.045. Epub 2019 May 21. PMID: 31147104. 4: Naoe S, Yoshida Y, Oishi S, Fujii N, Ohno H. Total Synthesis of (+)-Conolidine by the Gold(I)-Catalyzed Cascade Cyclization of a Conjugated Enyne. J Org Chem. 2016 Jul 1;81(13):5690-8. doi: 10.1021/acs.joc.6b00720. Epub 2016 Jun 20. PMID: 27276227. 5: Tarselli MA, Raehal KM, Brasher AK, Streicher JM, Groer CE, Cameron MD, Bohn LM, Micalizio GC. Synthesis of conolidine, a potent non-opioid analgesic for tonic and persistent pain. Nat Chem. 2011 Jun;3(6):449-53. doi: 10.1038/nchem.1050. PMID: 21602859. 6: Arita T, Asano M, Kubota K, Domon Y, Machinaga N, Shimada K. Discovery of a novel bicyclic compound, DS54360155, as an orally potent analgesic without mu- opioid receptor agonist activity. Bioorg Med Chem Lett. 2019 Dec 1;29(23):126748. doi: 10.1016/j.bmcl.2019.126748. Epub 2019 Oct 19. PMID: 31676224. 7: Kam TS, Pang HS, Choo YM, Komiyama K. Biologically active ibogan and vallesamine derivatives from Tabernaemontana divaricata. Chem Biodivers. 2004 Apr;1(4):646-56. doi: 10.1002/cbdv.200490056. PMID: 17191876. 8: Huang Y, Yang Y, Song H, Liu Y, Wang Q. Synthesis of Structurally Diverse 2,3-Fused Indoles via Microwave-Assisted AgSbF6-Catalysed Intramolecular Difunctionalization of o-Alkynylanilines. Sci Rep. 2015 Aug 27;5:13516. doi: 10.1038/srep13516. PMID: 26310858; PMCID: PMC4550932. 9: Arita T, Asano M, Kubota K, Domon Y, Machinaga N, Shimada K. Discovery of DS34942424: An orally potent analgesic without mu opioid receptor agonist activity. Bioorg Med Chem. 2020 Nov 1;28(21):115714. doi: 10.1016/j.bmc.2020.115714. Epub 2020 Aug 18. PMID: 33065431. 10: Reisman SE. Medicinal chemistry: New lead for pain treatment. Nature. 2011 May 26;473(7348):458-9. doi: 10.1038/473458a. PMID: 21614069.