Catharanthine hydrochloride

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

MedKoo CAT#: 412445

CAS#: 2645-61-6 (HCl)

Description: Catharanthine hydrochloride is the salt from of Catharanthine (free base), a terpene indole alkaloid produced by the medicinal plant Catharanthus roseus and Tabernaemontana_divaricata. Catharanthine is derived from strictosidine, but the exact mechanism by which this happens is currently unknown. Catharanthine is an indole moiety of dimeric vinca alkaloids vinblastine & vincristine.


Chemical Structure

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Catharanthine hydrochloride
CAS# 2645-61-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 412445
Name: Catharanthine hydrochloride
CAS#: 2645-61-6 (HCl)
Chemical Formula: C21H25ClN2O2
Exact Mass: 372.1605
Molecular Weight: 372.89
Elemental Analysis: C, 67.64; H, 6.76; Cl, 9.51; N, 7.51; O, 8.58

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 2468-21-5 (free base)   2645-61-6 (HCl)  

Synonym: Catharanthine hydrochloride; Catharanthine HCl; EINECS 220-159-1

IUPAC/Chemical Name: methyl (6R,6aR,9R)-7-ethyl-9,10,12,13-tetrahydro-5H-6,9-methanopyrido[1',2':1,2]azepino[4,5-b]indole-6(6aH)-carboxylate hydrochloride

InChi Key: AVBOKMGDTOZFMW-GYMDHWDQSA-N

InChi Code: InChI=1S/C21H24N2O2.ClH/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18;/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3;1H/t13-,19+,21-;/m0./s1

SMILES Code: CCC1=C[C@@H]2CN3CCc(c([C@@]([C@@H]13)(C(OC)=O)C2)[nH]4)c5c4cccc5.Cl

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: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 372.89 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

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1: Dwivedi GR, Tyagi R, Sanchita, Tripathi S, Pati S, Srivastava SK, Darokar MP, Sharma A. Antibiotics potentiating potential of catharanthine against superbug Pseudomonas aeruginosa. J Biomol Struct Dyn. 2018 Dec;36(16):4270-4284. doi: 10.1080/07391102.2017.1413424. Epub 2018 Jan 2. PMID: 29210342.

2: Kono M, Harada S, Nozaki T, Hashimoto Y, Murata SI, Gröger H, Kuroda Y, Yamada KI, Takasu K, Hamada Y, Nemoto T. Asymmetric Formal Synthesis of (+)-Catharanthine via Desymmetrization of Isoquinuclidine. Org Lett. 2019 May 17;21(10):3750-3754. doi: 10.1021/acs.orglett.9b01198. Epub 2019 Apr 25. PMID: 31021094.

3: Jadhav A, Liang W, Papageorgiou PC, Shoker A, Kanthan SC, Balsevich J, Levy AS, Heximer S, Backx PH, Gopalakrishnan V. Catharanthine dilates small mesenteric arteries and decreases heart rate and cardiac contractility by inhibition of voltage-operated calcium channels on vascular smooth muscle cells and cardiomyocytes. J Pharmacol Exp Ther. 2013 Jun;345(3):383-92. doi: 10.1124/jpet.112.199661. Epub 2013 Mar 26. PMID: 23532933.

4: Sertel S, Fu Y, Zu Y, Rebacz B, Konkimalla B, Plinkert PK, Krämer A, Gertsch J, Efferth T. Molecular docking and pharmacogenomics of vinca alkaloids and their monomeric precursors, vindoline and catharanthine. Biochem Pharmacol. 2011 Mar 15;81(6):723-35. doi: 10.1016/j.bcp.2010.12.026. Epub 2011 Jan 8. PMID: 21219884.

5: Boon BA, Boger DL. Triarylaminium Radical Cation Promoted Coupling of Catharanthine with Vindoline: Diastereospecific Synthesis of Anhydrovinblastine and Reaction Scope. J Am Chem Soc. 2019 Sep 11;141(36):14349-14355. doi: 10.1021/jacs.9b06968. Epub 2019 Sep 3. PMID: 31442047; PMCID: PMC6750708.

6: Lin C, Cai J, Yang X, Hu L, Lin G. Liquid chromatography mass spectrometry simultaneous determination of vindoline and catharanthine in rat plasma and its application to a pharmacokinetic study. Biomed Chromatogr. 2015 Jan;29(1):97-102. doi: 10.1002/bmc.3244. Epub 2014 May 15. PMID: 24828449.

7: Zhou ML, Hou HL, Zhu XM, Shao JR, Wu YM, Tang YX. Soybean transcription factor GmMYBZ2 represses catharanthine biosynthesis in hairy roots of Catharanthus roseus. Appl Microbiol Biotechnol. 2011 Aug;91(4):1095-105. doi: 10.1007/s00253-011-3288-1. Epub 2011 May 17. PMID: 21590290.

8: Caputi L, Franke J, Farrow SC, Chung K, Payne RME, Nguyen TD, Dang TT, Soares Teto Carqueijeiro I, Koudounas K, Dugé de Bernonville T, Ameyaw B, Jones DM, Vieira IJC, Courdavault V, O'Connor SE. Missing enzymes in the biosynthesis of the anticancer drug vinblastine in Madagascar periwinkle. Science. 2018 Jun 15;360(6394):1235-1239. doi: 10.1126/science.aat4100. Epub 2018 May 3. PMID: 29724909.

9: Ramani S, Jayabaskaran C. Enhanced catharanthine and vindoline production in suspension cultures of Catharanthus roseus by ultraviolet-B light. J Mol Signal. 2008 Apr 25;3:9. doi: 10.1186/1750-2187-3-9. PMID: 18439256; PMCID: PMC2386454.

10: Benyammi R, Paris C, Khelifi-Slaoui M, Zaoui D, Belabbassi O, Bakiri N, Meriem Aci M, Harfi B, Malik S, Makhzoum A, Desobry S, Khelifi L. Screening and kinetic studies of catharanthine and ajmalicine accumulation and their correlation with growth biomass in Catharanthus roseus hairy roots. Pharm Biol. 2016 Oct;54(10):2033-43. doi: 10.3109/13880209.2016.1140213. Epub 2016 Mar 17. PMID: 26983347.