Trimethylcolchicinic acid| 3482-37-9 | xxxx

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

MedKoo CAT#: 581545

CAS#: 3482-37-9

Description: Trimethylcolchicinic acid is an antimitotic agent disrupting microtubule action through the binding of tubulin and preventing polymerization. Has been shown to stimulate the intrinsic GTPase activity of tubulin. Induces apoptosis and activates the JNK/SAPK signals.

Chemical Structure

Trimethylcolchicinic acid

CAS# 3482-37-9

Instruction

Theoretical Analysis

MedKoo Cat#: 581545
Name: Trimethylcolchicinic acid
CAS#: 3482-37-9
Chemical Formula: C19H21NO5
Exact Mass: 343.14
Molecular Weight: 343.379
Elemental Analysis: C, 66.46; H, 6.16; N, 4.08; O, 23.30

Price and Availability

Size	Price	Availability	Quantity
50mg	USD 270
100mg	USD 420
200mg	USD 650
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Trimethylcolchicinic acid; N-Deacetylcolchiceine; Deacetylcolchiceine; Colchicinic acid, trimethyl-

IUPAC/Chemical Name: (S)-7-Amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxybenzo(a)heptalen-9(5H)-one

InChi Key: IRVWPZRYDQROLU-ZDUSSCGKSA-N

InChi Code: InChI=1S/C19H21NO5/c1-23-16-8-10-4-6-13(20)12-9-15(22)14(21)7-5-11(12)17(10)19(25-3)18(16)24-2/h5,7-9,13H,4,6,20H2,1-3H3,(H,21,22)/t13-/m0/s1

SMILES Code: O=C1C=C2[C@@H](N)CCC3=CC(OC)=C(OC)C(OC)=C3C2=CC=C1O

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: 2934.99.03.00

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 343.38 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006-. Available from http://www.ncbi.nlm.nih.gov/books/NBK501213/ PubMed PMID: 30000272.

2: Bosca F, Tormos R. Behavior of drug excited states within macromolecules: binding of colchicine and derivatives to albumin. J Phys Chem B. 2013 Jun 27;117(25):7528-34. doi: 10.1021/jp402489j. Epub 2013 Jun 14. PubMed PMID: 23730875.

3: Korde A, Satpati D, Mathur A, Mallia M, Banerjee S, Kothari K, Sarma HD, Choudhari P, Venkatesh M. 99mTc-labeling of colchicine using [99mTc(CO)3(H2O)3]+ and [99mTc triple bond N]2+ core for the preparation of potential tumor-targeting agents. Bioorg Med Chem. 2006 Feb 1;14(3):793-9. Epub 2005 Nov 11. PubMed PMID: 16289854.

4: Muriel P, Moreno MG, Hernández Mdel C, Chávez E, Alcantar LK. Resolution of liver fibrosis in chronic CCl4 administration in the rat after discontinuation of treatment: effect of silymarin, silibinin, colchicine and trimethylcolchicinic acid. Basic Clin Pharmacol Toxicol. 2005 May;96(5):375-80. PubMed PMID: 15853930.

5: Doulias PT, Nousis L, Zhu BZ, Frei B, Galaris D. Protection by tropolones against H2O2-induced DNA damage and apoptosis in cultured Jurkat cells. Free Radic Res. 2005 Feb;39(2):125-35. PubMed PMID: 15763960.

6: Zareneyrizi F, Yang DJ, Oh CS, Ilgan S, Yu DF, Tansey W, Liu CW, Kim EE, Podoloff DA. Synthesis of [99mTc]ethylenedicysteine-colchicine for evaluation of antiangiogenic effect. Anticancer Drugs. 1999 Aug;10(7):685-92. PubMed PMID: 10507319.

7: Muriel P, Ostoa-Saloma PU, Reyes-Esparsa JA, Rodríguez-Fragoso L. Trimethylcolchicinic acid decreases liver fibrosis and cholestasis induced by prolonged biliary obstruction in the rat. J Appl Toxicol. 1997 May-Jun;17(3):145-51. PubMed PMID: 9250535.

8: Cedillo A, Mourelle M, Muriel P. Effect of colchicine and trimethylcolchicinic acid on CCl4-induced cirrhosis in the rat. Pharmacol Toxicol. 1996 Nov;79(5):241-6. PubMed PMID: 8936557.

9: Roberge CJ, Gaudry M, Gilbert C, Malawista SE, de Médicis R, Lussier A, Poubelle PE, Naccache PH. Paradoxical effects of colchicine on the activation of human neutrophilis by chemotactic factors and inflammatory microcrystal. J Leukoc Biol. 1996 Jun;59(6):864-71. PubMed PMID: 8691072.

10: Castro V, Muriel P. Comparative study of colchicine and trimethylcolchicinic acid on prolonged bile duct obstruction in the rat. J Appl Toxicol. 1996 May-Jun;16(3):269-75. PubMed PMID: 8818870.

11: Roberge CJ, Gaudry M, de Médicis R, Lussier A, Poubelle PE, Naccache PH. Crystal-induced neutrophil activation. IV. Specific inhibition of tyrosine phosphorylation by colchicine. J Clin Invest. 1993 Oct;92(4):1722-9. PubMed PMID: 7691884; PubMed Central PMCID: PMC288332.

12: Skottová N, Vecera R, Walterová D, Simánek V. The effect of N-deacetylcolchiceine on serum lipoproteins in rats. Planta Med. 1992 Feb;58(1):26-30. PubMed PMID: 1620740.

13: Ko RJ, Li WY, Koda RT. Determination of the antimitotic agents N-desacetylcolchicine, demecolcine and colchicine in serum and urine. J Chromatogr. 1990 Feb 23;525(2):411-8. PubMed PMID: 2329167.

14: Limper AH, Martin WJ 2nd. Pneumocystis carinii: inhibition of lung cell growth mediated by parasite attachment. J Clin Invest. 1990 Feb;85(2):391-6. PubMed PMID: 2298914; PubMed Central PMCID: PMC296437.

15: Hu E, Ko R, Koda R, Rosen P, Jeffers S, Scholtz M, Muggia F. Phase I toxicity and pharmacology study of trimethylcolchicinic acid in patients with advanced malignancies. Cancer Chemother Pharmacol. 1990;26(5):359-64. PubMed PMID: 2208579.

16: Mikulíková D, Lukác J, Ondrasík M. [The effect of colchicine and its derivatives on the activity of enzyme markers of T-lymphocytes]. Cas Lek Cesk. 1989 Aug 25;128(35):1094-7. Slovak. PubMed PMID: 2557978.

17: Gout medication analogue being tested against advanced solid tumors. Oncology (Williston Park). 1988 May;2(5):12. PubMed PMID: 3275155.

18: Sokal JE, Leong SS, Gomez GA. Preferential inhibition by cytarabine of CFU-GM from patients with chronic granulocytic leukemia. Cancer. 1987 Jan 1;59(1):197-202. PubMed PMID: 3466662.

19: Limas CJ, Limas C. Phorbol ester- and diacylglycerol-mediated desensitization of cardiac beta-adrenergic receptors. Circ Res. 1985 Sep;57(3):443-9. PubMed PMID: 2992837.

20: Lacey E, Brady RL. Separation of colchicine and related hydrolysis and photodecomposition products by high-performance liquid chromatography, using copper ion complexation. J Chromatogr. 1984 Dec 19;315:233-41. PubMed PMID: 6526897.

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