Clausenamide (free base) | CAS# 103541-15-7 (free base) | viral hepatitis

MedKoo Cat#: 413056 | Name: Clausenamide (free base)

Description:

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

Clausenamide (free base) is a chinese drug isolated from leaves of Clausena lansium (Lour) Skeels; used in treatment of viral hepatitis.

Chemical Structure

Clausenamide (free base)

CAS#103541-15-7 (3R4S5S isomer)

Theoretical Analysis

MedKoo Cat#: 413056

Name: Clausenamide (free base)

CAS#: 103541-15-7 (3R4S5S isomer)

Chemical Formula: C18H19NO3

Exact Mass: 297.1365

Molecular Weight: 297.35

Elemental Analysis: C, 72.71; H, 6.44; N, 4.71; O, 16.14

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 #

201529-58-0 (3S4R5R isomer) 103541-15-7 (3R4S5S isomer)

Synonym

Clausenamide (free base)

IUPAC/Chemical Name

2-Pyrrolidinone,3-hydroxy-5-((R)-hydroxyphenylmethyl)-1-methyl-4-phenyl-, (3R,4S,5S)-rel

InChi Key

WGYGSZOQGYRGIP-MWDXBVQZSA-N

InChi Code

InChI=1S/C18H19NO3/c1-19-15(16(20)13-10-6-3-7-11-13)14(17(21)18(19)22)12-8-4-2-5-9-12/h2-11,14-17,20-21H,1H3/t14-,15-,16+,17+/m0/s1

SMILES Code

O=C1N(C)[C@H]([C@H](O)C2=CC=CC=C2)[C@H](C3=CC=CC=C3)[C@H]1O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 297.35 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.

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: Wang M, Liu CY, Wang T, Yu HM, Ouyang SH, Wu YP, Gong HB, Ma XH, Jiao GL, Fu LL, Wu QS, Kurihara H, Li YF, Shen T, He RR. (+)-Clausenamide protects against drug-induced liver injury by inhibiting hepatocyte ferroptosis. Cell Death Dis. 2020 Sep 19;11(9):781. doi: 10.1038/s41419-020-02961-5. PMID: 32951003; PMCID: PMC7502081. 2: Wu F, Zhang R, Feng Q, Cheng H, Xue J, Chen J. (-)-Clausenamide alleviated ER stress and apoptosis induced by OGD/R in primary neuron cultures. Neurol Res. 2020 Sep;42(9):730-738. doi: 10.1080/01616412.2020.1771040. Epub 2020 Jun 26. PMID: 32588767. 3: Chu S, Liu S, Duan W, Cheng Y, Jiang X, Zhu C, Tang K, Wang R, Xu L, Wang X, Yu X, Wu K, Wang Y, Wang M, Huang H, Zhang J. The anti-dementia drug candidate, (-)-clausenamide, improves memory impairment through its multi-target effect. Pharmacol Ther. 2016 Jun;162:179-87. doi: 10.1016/j.pharmthera.2016.01.002. Epub 2016 Jan 23. PMID: 26812265. 4: Ning N, Hu JF, Sun JD, Han N, Zhang JT, Chen NH. (-)Clausenamide facilitates synaptic transmission at hippocampal Schaffer collateral-CA1 synapses. Eur J Pharmacol. 2012 May 5;682(1-3):50-5. doi: 10.1016/j.ejphar.2012.02.004. Epub 2012 Feb 17. PMID: 22366429. 5: Xu L, Liu SL, Zhang JT. (-)-Clausenamide potentiates synaptic transmission in the dentate gyrus of rats. Chirality. 2005 May 15;17(5):239-44. doi: 10.1002/chir.20150. PMID: 15841477. 6: Chu SF, Zhang JT. Recent advances in the study of (-)clausenamide: chemistry, biological activities and mechanism of action. Acta Pharm Sin B. 2014 Dec;4(6):417-23. doi: 10.1016/j.apsb.2014.10.004. Epub 2014 Nov 20. PMID: 26579412; PMCID: PMC4629111. 7: Ning N, Sun J, Du G, Han N, Zhang J, Chen N. (+)-epi-Clausenamide, but not (-)-epi-clausenamide, showed more potential than (-)-clausenamide on facilitating synaptic transmission in CA1 region of hippocampal synapses. Neurosci Lett. 2012 Aug 15;523(2):99-103. doi: 10.1016/j.neulet.2012.06.049. Epub 2012 Jun 27. PMID: 22750160. 8: Bhajammanavar V, Mallik S, Baidya M. Oxidative cross-dehydrogenative [2 + 3] annulation of α-amino ketones with α-keto esters: concise synthesis of clausenamide analogues. Org Biomol Chem. 2019 Feb 13;17(7):1740-1743. doi: 10.1039/c8ob02369g. PMID: 30398277. 9: Tang K, Zhang JT. Mechanism of (-)clausenamide induced calcium transient in primary culture of rat cortical neurons. Life Sci. 2004 Jan 30;74(11):1427-34. doi: 10.1016/j.lfs.2003.08.009. PMID: 14706573. 10: Wu YQ, Liu LD, Wei HL, Liu GT. Different effects of nine clausenamide ennatiomers on liver glutathione biosynthesis and glutathione S-transferase activity in mice. Acta Pharmacol Sin. 2006 Aug;27(8):1024-8. doi: 10.1111/j.1745-7254.2006.00348.x. PMID: 16867254.