MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 581545 | Name: Trimethylcolchicinic acid

Description:

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

Trimethylcolchicinic acid, a derivative of colchicine, exerts its biological effects by binding to tubulin and inhibiting microtubule polymerization, disrupting cell division and cytoskeletal functions. This mechanism makes it a potential antimitotic agent, similar to colchicine, with applications in cancer research and inflammatory disease treatment. Its primary biological target is the microtubule network, leading to cell cycle arrest and apoptosis in rapidly dividing cells. While its pharmaceutical potential remains under investigation, its structural modifications may offer improved efficacy or reduced toxicity compared to colchicine.

Chemical Structure

Trimethylcolchicinic acid
Trimethylcolchicinic acid
CAS#3482-37-9

Theoretical Analysis

MedKoo Cat#: 581545

Name: Trimethylcolchicinic acid

CAS#: 3482-37-9

Chemical Formula: C19H21NO5

Exact Mass: 343.1420

Molecular Weight: 343.38

Elemental Analysis: C, 66.46; H, 6.16; N, 4.08; O, 23.30

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
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

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.

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: 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.

View History

MC2050 HCl

MC2050 HCl

Featured