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MedKoo Cat#: 571579 | Name: Quinoclamine
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Description:

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

Quinoclamine has anti-tumor activity.

Chemical Structure

Quinoclamine
Quinoclamine
CAS#2797-51-5

Theoretical Analysis

MedKoo Cat#: 571579

Name: Quinoclamine

CAS#: 2797-51-5

Chemical Formula: C10H6ClNO2

Exact Mass: 207.0087

Molecular Weight: 207.61

Elemental Analysis: C, 57.85; H, 2.91; Cl, 17.08; N, 6.75; O, 15.41

Price and Availability

Size Price Availability Quantity
25g USD 240.00 2 weeks
500g USD 640.00 2 weeks
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Related CAS #
No Data
Synonym
NSC 3910; NSC-3910; NSC3910; NSC 642009; NSC-642009; NSC642009
IUPAC/Chemical Name
1,4-Naphthoquinone, 2-amino-3-chloro-
InChi Key
OBLNWSCLAYSJJR-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2
SMILES Code
O=C(C1=C2C=CC=C1)C(Cl)=C(N)C2=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
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Quinoclamine is a naphthoquinone derivative and an NF-κB inhibitor.
In vitro activity:
This study evaluated the anti-cancer potential of quinoclamine. They found that quinoclamine suppressed endogenous NF-κB activity in HepG2 cells through the inhibition of IκB -alpha phosphorylation and p65 translocation. Quinoclamine also inhibited induced NF-κB activities in lung and breast cancer cell lines. These findings suggest that quinoclamine is a novel NF-κB inhibitor with anti-cancer potential. Reference: Br J Pharmacol. 2009 Jul;157(5):746-56. https://pubmed.ncbi.nlm.nih.gov/19422389/
In vivo activity:
The effects of five rice herbicides (one being quinoclamine) on the growth of Azolla japonica and Salvinia natans were tested. The results from this study suggest that bensulfuron methyl runoff in drainages and rivers in Japan is expected to have adverse effects on the growth of these threatened aquatic ferns, but there are minimal effects for the other four herbicides tested (one being quinoclamine) Reference: Ecotoxicol Environ Saf. 2006 Mar;63(3):463-8. https://pubmed.ncbi.nlm.nih.gov/16406589/

Preparing Stock Solutions

The following data is based on the product molecular weight 207.61 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
Formulation protocol:
1. Cheng WY, Lien JC, Hsiang CY, Wu SL, Li CC, Lo HY, Chen JC, Chiang SY, Liang JA, Ho TY. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56. doi: 10.1111/j.1476-5381.2009.00223.x. Epub 2009 Apr 30. PMID: 19422389; PMCID: PMC2721260. 2. Aida M, Ikeda H, Itoh K, Usui K. Effects of five rice herbicides on the growth of two threatened aquatic ferns. Ecotoxicol Environ Saf. 2006 Mar;63(3):463-8. doi: 10.1016/j.ecoenv.2005.02.010. PMID: 16406589.
In vitro protocol:
Cheng WY, Lien JC, Hsiang CY, Wu SL, Li CC, Lo HY, Chen JC, Chiang SY, Liang JA, Ho TY. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56. doi: 10.1111/j.1476-5381.2009.00223.x. Epub 2009 Apr 30. PMID: 19422389; PMCID: PMC2721260.
In vivo protocol:
Aida M, Ikeda H, Itoh K, Usui K. Effects of five rice herbicides on the growth of two threatened aquatic ferns. Ecotoxicol Environ Saf. 2006 Mar;63(3):463-8. doi: 10.1016/j.ecoenv.2005.02.010. PMID: 16406589.
1: Svingen T, Ramhøj L, Mandrup K, Christiansen S, Axelstad M, Vinggaard AM, Hass U. Effects on metabolic parameters in young rats born with low birth weight after exposure to a mixture of pesticides. Sci Rep. 2018 Jan 10;8(1):305. doi: 10.1038/s41598-017-18626-x. PubMed PMID: 29321614; PubMed Central PMCID: PMC5762645. 2: Hass U, Christiansen S, Axelstad M, Scholze M, Boberg J. Combined exposure to low doses of pesticides causes decreased birth weights in rats. Reprod Toxicol. 2017 Sep;72:97-105. doi: 10.1016/j.reprotox.2017.05.004. Epub 2017 May 17. PubMed PMID: 28526456. 3: Zhang HK, Lu H, Wang J, Zhou JT, Sui M. Cr(VI) reduction and Cr(III) immobilization by Acinetobacter sp. HK-1 with the assistance of a novel quinone/graphene oxide composite. Environ Sci Technol. 2014 Nov 4;48(21):12876-85. doi: 10.1021/es5039084. Epub 2014 Oct 23. PubMed PMID: 25296002. 4: Brandy Y, Brandy N, Akinboye E, Lewis M, Mouamba C, Mack S, Butcher RJ, Anderson AJ, Bakare O. Synthesis and characterization of novel unsymmetrical and symmetrical 3-halo- or 3-methoxy-substituted 2-dibenzoylamino-1,4-naphthoquinone derivatives. Molecules. 2013 Feb 4;18(2):1973-84. doi: 10.3390/molecules18021973. PubMed PMID: 23381023; PubMed Central PMCID: PMC3654863. 5: Nagai T, Ishihara S, Yokoyama A, Iwafune T. Effects of four rice paddy herbicides on algal cell viability and the relationship with population recovery. Environ Toxicol Chem. 2011 Aug;30(8):1898-905. doi: 10.1002/etc.582. Epub 2011 Jun 8. PubMed PMID: 21590715. 6: Cheng WY, Lien JC, Hsiang CY, Wu SL, Li CC, Lo HY, Chen JC, Chiang SY, Liang JA, Ho TY. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56. doi: 10.1111/j.1476-5381.2009.00223.x. Epub 2009 Apr 30. PubMed PMID: 19422389; PubMed Central PMCID: PMC2721260. 7: Aida M, Ikeda H, Itoh K, Usui K. Effects of five rice herbicides on the growth of two threatened aquatic ferns. Ecotoxicol Environ Saf. 2006 Mar;63(3):463-8. PubMed PMID: 16406589. 8: Bakare O, Ashendel CL, Peng H, Zalkow LH, Burgess EM. Synthesis and MEK1 inhibitory activities of imido-substituted 2-chloro-1,4-naphthoquinones. Bioorg Med Chem. 2003 Jul 17;11(14):3165-70. PubMed PMID: 12818679. 9: Kapadia GJ, Azuine MA, Balasubramanian V, Sridhar R. Aminonaphthoquinones--a novel class of compounds with potent antimalarial activity against Plasmodium falciparum. Pharmacol Res. 2001 Apr;43(4):363-7. PubMed PMID: 11352541. 10: Sikka HC, Saxena J, Zweig G. Alteration in cell permeability as a mechanism of action of certain quinone pesticides. Plant Physiol. 1973 Feb;51(2):363-7. PubMed PMID: 16658330; PubMed Central PMCID: PMC366265. 11: Zweig G, Carroll J, Tamas I, Sikka HC. Studies on Effects of Certain Quinones: II. Photosynthetic Incorporation of CO(2) by Chlorella. Plant Physiol. 1972 Mar;49(3):385-7. PubMed PMID: 16657966; PubMed Central PMCID: PMC365970. 12: Sikka HC, Shimabukuro RH, Zweig G. Studies on Effect of Certain Quinones: I. Electron Transport, Photophosphorylation, and CO(2) Fixation in Isolated Chloroplasts. Plant Physiol. 1972 Mar;49(3):381-4. PubMed PMID: 16657965; PubMed Central PMCID: PMC365969.