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MedKoo Cat#: 578203 | Name: Nitidine methyl sulfate

Description:

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

Nitidine methyl sulfate is a benzophenanthridine alkaloid with anti-malarial activity.

Chemical Structure

Nitidine methyl sulfate
CAS#41349-35-3

Theoretical Analysis

MedKoo Cat#: 578203

Name: Nitidine methyl sulfate

CAS#: 41349-35-3

Chemical Formula: C22H21NO8S

Exact Mass: 459.0988

Molecular Weight: 459.47

Elemental Analysis: C, 57.51; H, 4.61; N, 3.05; O, 27.86; S, 6.98

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
Nitidine methosulfate; Nitidine methyl sulfate
IUPAC/Chemical Name
(1,3)-Benzodioxolo(5,6-c)phenanthridinium, 2,3-dimethoxy-12-methyl-, methylsulfate
InChi Key
RQQPNGIYTFBRBS-UHFFFAOYSA-M
InChi Code
InChI=1S/C21H18NO4.CH4O4S/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;1-5-6(2,3)4/h4-10H,11H2,1-3H3;1H3,(H,2,3,4)/q+1;/p-1
SMILES Code
COc1cc2c[n+](C)c3c4cc5OCOc5cc4ccc3c2cc1OC.COS(=O)(=O)[O-]
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 459.47 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: Yuan Y, Zhu F, Pu Y, Wang D, Huang A, Hu X, Qin S, Sun X, Su Z, He C. Neuroprotective effects of nitidine against traumatic CNS injury via inhibiting microglia activation. Brain Behav Immun. 2015 Aug;48:287-300. doi: 10.1016/j.bbi.2015.04.008. PubMed PMID: 25900440. 2: Bouquet J, Rivaud M, Chevalley S, Deharo E, Jullian V, Valentin A. Biological activities of nitidine, a potential anti-malarial lead compound. Malar J. 2012 Mar 9;11:67. doi: 10.1186/1475-2875-11-67. PubMed PMID: 22404785; PubMed Central PMCID: PMC3325168. 3: Praveena C, Veeresham C. Multiple shoot regeneration and effect of sugars on growth and nitidine accumulation in shoot cultures of Toddalia asiatica. Pharmacogn Mag. 2014 Aug;10(Suppl 3):S480-6. doi: 10.4103/0973-1296.139777. PubMed PMID: 25298663; PubMed Central PMCID: PMC4189261. 4: Chen J, Wang J, Lin L, He L, Wu Y, Zhang L, Yi Z, Chen Y, Pang X, Liu M. Inhibition of STAT3 signaling pathway by nitidine chloride suppressed the angiogenesis and growth of human gastric cancer. Mol Cancer Ther. 2012 Feb;11(2):277-87. doi: 10.1158/1535-7163.MCT-11-0648. PubMed PMID: 22203730. 5: Xu Q, Li ZX, Ye ZM. [Nitidine chloride-induced apoptosis of human osteosarcoma cells and its mechanism]. Nan Fang Yi Ke Da Xue Xue Bao. 2011 Feb;31(2):361-4. Chinese. PubMed PMID: 21354931. 6: Cesari I, Grisoli P, Paolillo M, Milanese C, Massolini G, Brusotti G. Isolation and characterization of the alkaloid Nitidine responsible for the traditional use of Phyllanthus muellerianus (Kuntze) Excell stem bark against bacterial infections. J Pharm Biomed Anal. 2015 Feb;105:115-20. doi: 10.1016/j.jpba.2014.11.051. PubMed PMID: 25546028. 7: Li Y, Zhang Z, Zhang Y, Deng D, Luo L, Han B, Fan C. Nitidine chloride-assisted bio-functionalization of reduced graphene oxide by bovine serum albumin for impedimetric immunosensing. Biosens Bioelectron. 2016 May 15;79:536-42. doi: 10.1016/j.bios.2015.12.076. PubMed PMID: 26748371. 8: Liu H, Ye D, Huang H, Wang X, Li D. [Studies on pharmacokinetics of nitidine chloride in rabbits]. Zhongguo Zhong Yao Za Zhi. 2009 Jun;34(11):1406-9. Chinese. PubMed PMID: 19771873. 9: Fang Z, Tang Y, Jiao W, Xing Z, Guo Z, Wang W, Xu Z, Liu Z. Nitidine chloride induces apoptosis and inhibits tumor cell proliferation via suppressing ERK signaling pathway in renal cancer. Food Chem Toxicol. 2014 Apr;66:210-6. doi: 10.1016/j.fct.2014.01.049. PubMed PMID: 24508476. 10: Fang Z, Tang Y, Jiao W, Xing Z, Guo Z, Wang W, Shi B, Xu Z, Liu Z. Nitidine chloride inhibits renal cancer cell metastasis via suppressing AKT signaling pathway. Food Chem Toxicol. 2013 Oct;60:246-51. doi: 10.1016/j.fct.2013.07.062. PubMed PMID: 23911800. 11: Wang Z, Jiang W, Zhang Z, Qian M, Du B. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kappaB pathway in RAW 264.7 cells. J Ethnopharmacol. 2012 Oct 31;144(1):145-50. doi: 10.1016/j.jep.2012.08.041. PubMed PMID: 22971898. 12: Jia CP, Feng F. Optimization of the separation and determination of nitidine and chelerythrine in Zanthoxylum nitidum by high-performance liquid chromatography with fluorescence detection. J Chromatogr Sci. 2014 Feb;52(2):164-8. doi: 10.1093/chromsci/bmt003. PubMed PMID: 23390024. 13: Sun X, Lin L, Chen Y, Liu T, Liu R, Wang Z, Mou K, Xu J, Li B, Song H. Nitidine chloride inhibits ovarian cancer cell migration and invasion by suppressing MMP-2/9 production via the ERK signaling pathway. Mol Med Rep. 2016 Apr;13(4):3161-8. doi: 10.3892/mmr.2016.4929. PubMed PMID: 26935265. 14: Zhai H, Hu S, Liu T, Wang F, Wang X, Wu G, Zhang Y, Sui M, Liu H, Jiang L. Nitidine chloride inhibits proliferation and induces apoptosis in colorectal cancer cells by suppressing the ERK signaling pathway. Mol Med Rep. 2016 Mar;13(3):2536-42. doi: 10.3892/mmr.2016.4827. PubMed PMID: 26847477; PubMed Central PMCID: PMC4768981. 15: Ou X, Lu Y, Liao L, Li D, Liu L, Liu H, Xu H. Nitidine chloride induces apoptosis in human hepatocellular carcinoma cells through a pathway involving p53, p21, Bax and Bcl-2. Oncol Rep. 2015 Mar;33(3):1264-74. doi: 10.3892/or.2014.3688. PubMed PMID: 25530218. 16: Liu N, Li P, Zang S, Liu Q, Ma D, Sun X, Ji C. Novel agent nitidine chloride induces erythroid differentiation and apoptosis in CML cells through c-Myc-miRNAs axis. PLoS One. 2015 Feb 3;10(2):e0116880. doi: 10.1371/journal.pone.0116880. PubMed PMID: 25647305; PubMed Central PMCID: PMC4315404. 17: Sun M, Zhang N, Wang X, Cai C, Cun J, Li Y, Lv S, Yang Q. Nitidine chloride induces apoptosis, cell cycle arrest, and synergistic cytotoxicity with doxorubicin in breast cancer cells. Tumour Biol. 2014 Oct;35(10):10201-12. doi: 10.1007/s13277-014-2327-9. PubMed PMID: 25027404. 18: Lin J, Shen A, Chen H, Liao J, Xu T, Liu L, Lin J, Peng J. Nitidine chloride inhibits hepatic cancer growth via modulation of multiple signaling pathways. BMC Cancer. 2014 Sep 30;14:729. doi: 10.1186/1471-2407-14-729. PubMed PMID: 25266147; PubMed Central PMCID: PMC4190448. 19: Li L, Tu M, Yang X, Sun S, Wu X, Zhou H, Zeng S, Jiang H. The contribution of human OCT1, OCT3, and CYP3A4 to nitidine chloride-induced hepatocellular toxicity. Drug Metab Dispos. 2014 Jul;42(7):1227-34. doi: 10.1124/dmd.113.056689. PubMed PMID: 24778366. 20: Kang M, Ou H, Wang R, Liu W, Tang A. The effect of nitidine chloride on the proliferation and apoptosis of nasopharyngeal carcinoma cells. J BUON. 2014 Jan-Mar;19(1):130-6. PubMed PMID: 24659654.

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NI-57

NI-57

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