HAN 76504 | CAS# 3476-50-4

MedKoo Cat#: 581544 | Name: HAN 76504

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Description:

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

HAN 76504, also known as Trimethylcolchicinic acid methyl ether, Antimitotic agent that intercepts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signal. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

HAN 76504

CAS#3476-50-4

Theoretical Analysis

MedKoo Cat#: 581544

Name: HAN 76504

CAS#: 3476-50-4

Chemical Formula: C20H23NO5

Exact Mass: 357.1576

Molecular Weight: 357.41

Elemental Analysis: C, 67.21; H, 6.49; N, 3.92; O, 22.38

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks

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Related CAS #

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Synonym

HAN 76504; HAN-76504; HAN76504; desacetylcolchicine; N-Deacetylcolchicine; (S)-N-Deacetyl Colchicine; NSC 201400; NSC201400; NSC-201400

IUPAC/Chemical Name

(S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo(a)heptalen-9(5H)-one

InChi Key

HFPMXDMZJUJZBX-AWEZNQCLSA-N

InChi Code

InChI=1S/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1

SMILES Code

O=C1C=C2[C@@H](N)CCC3=CC(OC)=C(OC)C(OC)=C3C2=CC=C1OC

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

Preparing Stock Solutions

The following data is based on the product molecular weight 357.41 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: 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. 2: 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. 3: 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. 4: 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. 5: 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. 6: Gout medication analogue being tested against advanced solid tumors. Oncology (Williston Park). 1988 May;2(5):12. PubMed PMID: 3275155. 7: Sharma PN, Brossi A, Silverton JV, Chignell CF. Synthesis and binding to tubulin of colchicine spin probes. J Med Chem. 1984 Dec;27(12):1729-33. PubMed PMID: 6094813. 8: Thomson AE, Dabrowska-Bernstein B. Inhibition by colchicine of human lymphocytotoxic function: dependence on cell-bound drug level, spontaneous reversibility and antagonism by desacetylcolchicine (DAC). Leuk Res. 1983;7(2):175-92. PubMed PMID: 6855266. 9: Moll E, Manz B, Mocikat S, Zimmermann HP. Fluorescent deacetylcolchicine. New aspects of its activity and localization in PtK-1 cells. Exp Cell Res. 1982 Sep;141(1):211-20. PubMed PMID: 6811300. 10: Zimmermann HP, Doenges KH, Moll E. Deacetylcolchicine conjugated to a heme-nonapeptide act with both soluble tubulin and microtubules polymerized in vitro. Eur J Cell Biol. 1982 Feb;26(2):310-4. PubMed PMID: 7067709. 11: Zimmermann HP, Doenges KH. Decoration of microtubules by a colchicine derivative. Cell Biol Int Rep. 1981 Jul;5(7):699-703. PubMed PMID: 7273148. 12: Stolinsky DC, Weiner JM, Bateman JR. Rotational therapy with a colchicine analog in chronic granulocytic leukemia. Oncology. 1980;37(1):62-3. PubMed PMID: 6927936. 13: Stolinsky DC, Jacobs EM, Irwin LE, Pajak TF, Bateman JR. Effect of trimethylcolchicinic acid methyl ether d-tartrate (TMCA) on Hodgkin's and non-Hodgkin's lymphoma. Oncology. 1976;33(4):151-3. PubMed PMID: 798148. 14: Stolinsky DC, Jacobs EM, Braunwald J, Bateman JR. Further study of trimethylcolchicinic acid, methyl ether, d-tartrate (TMCA; NSC-36354) in patients with malignant melanoma. Cancer Chemother Rep. 1972 Apr;56(2):263-5. PubMed PMID: 5043229. 15: Stolinsky DC, Jacobs EM, Bateman JR, Hazen JG, Kuzma JW, Wood DA, Steinfeld JL. Clinical trial of trimethylcolchicinic acid methyl ether d-tartrate (TMCA; NSC-36354) in advanced cancer. Cancer Chemother Rep. 1967 Feb;51(1):25-34. PubMed PMID: 6039661. 16: BOLAND EW. NONSPECIFIC ANTI-INFLAMMATORY AGENTS. SOME NOTES ON THEIR PRACTICAL APPLICATION, ESPECIALLY IN RHEUMATIC DISORDERS. Calif Med. 1964 Mar;100:145-55. PubMed PMID: 14131394; PubMed Central PMCID: PMC1515398. 17: LESSNER H, JONSSON U, LOEB V, LARSEN W. Preliminary clinical experience with trimethylcolchicinic acid methyl ether d-tartrate (TMCA) in various malignancies. Cancer Chemother Rep. 1963 Mar;27:33-8. PubMed PMID: 13929908. 18: RESEGOTTI L, VON EULER H. [Glutathione content of Yoshida-ascites-sarcoma-bearing rats during treatment with deacetylcolchicine by itself and in combination with hydrocortisone and ACTH]. Z Krebsforsch. 1956;61(2):125-32. English, German. PubMed PMID: 13353375. 19: MODELLI R, VERCELLONE A. [The synthesis of desacetylcolchicine]. Farmaco Sci. 1955;10(11):877-82. Italian. PubMed PMID: 13294169. 20: LENTI G, TORTAROLO E, VAGLIO G, ZAINA P, MUSOLINO G. [Action of deacetylcolchicine on fibroblast culture in vitro]. Minerva Med. 1955 Jan 6;46(1-2):13-8. Italian. PubMed PMID: 14355842.