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MedKoo Cat#: 126385 | Name: Tubulozole HCl

Description:

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

Tubulozole is a microtubule inhibitor. It suppresses microtubule dynamics required for proper mitotic function, effectively blocking cell cycle progression and resulting in apoptosis.

Chemical Structure

Tubulozole HCl
Tubulozole HCl
CAS#83529-08-2 (HCl)

Theoretical Analysis

MedKoo Cat#: 126385

Name: Tubulozole HCl

CAS#: 83529-08-2 (HCl)

Chemical Formula: C23H24Cl3N3O4S

Exact Mass: 543.0553

Molecular Weight: 544.87

Elemental Analysis: C, 50.70; H, 4.44; Cl, 19.52; N, 7.71; O, 11.75; S, 5.88

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 #
83529-08-2 (HCl) 84697-22-3 (free base)
Synonym
TUBULOZOLE HYDROCHLORIDE; TUBULOZOLE HCL; R 46,846; R-46846; Tubulozole
IUPAC/Chemical Name
ethyl (4-((((2S,4S)-2-((1H-imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methyl)thio)phenyl)carbamate hydrochloride
InChi Key
HZQPPNNARUQMJA-NFJCIPKMSA-N
InChi Code
InChI=1S/C23H23Cl2N3O4S.ClH/c1-2-30-22(29)27-17-4-6-19(7-5-17)33-13-18-12-31-23(32-18,14-28-10-9-26-15-28)20-8-3-16(24)11-21(20)25;/h3-11,15,18H,2,12-14H2,1H3,(H,27,29);1H/t18-,23+;/m0./s1
SMILES Code
Cl.CCOC(=O)NC1=CC=C(SC[C@@H]2CO[C@](CN3C=CN=C3)(O2)C4=C(Cl)C=C(Cl)C=C4)C=C1
Appearance
To be determined
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 544.87 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: Servely JL, Geuens GM, Martel P, Houdebine LM, de Brabander M. Effect of tubulozole, a new synthetic microtubule inhibitor, on the induction of casein gene expression by prolactin. Biol Cell. 1987;59(2):121-7. PubMed PMID: 2957009. 2: Geuens GM, Nuydens RM, Willebrords RE, Van de Veire RM, Goossens F, Dragonetti CH, Mareel MM, De Brabander MJ. Effects of tubulozole on the microtubule system of cells in culture and in vivo. Cancer Res. 1985 Feb;45(2):733-42. PubMed PMID: 3967244. 3: Fong D. Effect of the anti-microtubule compound tubulozole on Leishmania protozoan parasites in vitro. FEMS Microbiol Lett. 1993 Feb 15;107(1):95-9. PubMed PMID: 8468004. 4: Distelmans W, Van Ginckel R, Vanherck W, Willebrords R, De Brabander M, Wouters L, Van den Winkel P, De Backer G. Interaction between the microtubule inhibitor tubulozole and gamma-irradiation in murine tumors in vivo. Int J Radiat Oncol Biol Phys. 1989 Jan;16(1):177-82. PubMed PMID: 2912940. 5: Robinson MW, Trudgett A, Hoey EM, Fairweather I. The effect of the microtubule inhibitor tubulozole-C on the tegument of triclabendazole-susceptible and triclabendazole-resistant Fasciola hepatica. Parasitol Res. 2003 Sep;91(2):117-29. Epub 2003 Aug 9. PubMed PMID: 12910417. 6: Distelmans W, Van Ginckel R, Vanherck W, Willebrords R, De Brabander M, Wouters L, Heeres J. Influence of the synthetic microtubule inhibitor erbulozole (P.I.N.N.) (R 55 104), a new tubulozole congener, and gamma irradiation on murine tumors in vivo. Eur J Cancer Clin Oncol. 1989 Oct;25(10):1499-504. PubMed PMID: 2591442. 7: Adelman MR. Effects of tubulozole on the amoeboflagellate transformation in Physarum polycephalum. Cell Biol Int Rep. 1992 Nov;16(11):1055-60. PubMed PMID: 1490278. 8: De Brabander M, Geuens G, Nuydens R, Willebrords R, Moeremans M, Van Ginckel R, Distelmans W, Dragonetti C, Mareel M. Tubulozole: a new stereoselective microtubule inhibitor. Ann N Y Acad Sci. 1986;466:757-66. PubMed PMID: 3460448. 9: Stitt AW, Fairweather I. Fasciola hepatica: the effect of the microtubule inhibitors colchicine and tubulozole-C on the ultrastructure of the adult fluke. Parasitology. 1993 Sep;107 ( Pt 3):297-309. PubMed PMID: 8233593. 10: Castellano S, Mariggiò MA, Guarnieri S, Stefancich G, Pietrangelo T. New structural analogues of Tubulozole induce apoptosis, [Ca2+]i modifications and cytoskeletal disorganization in glial (GL15) and neuronal-like (PC12) cell lines. Arch Pharm (Weinheim). 2000 Nov;333(11):373-80. PubMed PMID: 11129979. 11: Stracke ML, Soroush M, Liotta LA, Schiffmann E. Cytoskeletal agents inhibit motility and adherence of human tumor cells. Kidney Int. 1993 Jan;43(1):151-7. PubMed PMID: 8094471. 12: Chou YH, Ho YS, Wu CC, Chai CY, Chen SC, Lee CH, Tsai PS, Wu CH. Tubulozole-induced G2/M cell cycle arrest in human colon cancer cells through formation of microtubule polymerization mediated by ERK1/2 and Chk1 kinase activation. Food Chem Toxicol. 2007 Aug;45(8):1356-67. Epub 2007 Jan 24. PubMed PMID: 17329004. 13: Distelmans W, Van Ginckel R, Vanherck W, De Brabander M. The Kidney Invasion Test: an assay allowing macroscopic quantification of malignant invasion in vivo. Comparison between the microtubule inhibitor tubulozole and the podophyllotoxin congener etoposide (VP-16-213). Invasion Metastasis. 1985;5(3):170-84. PubMed PMID: 3997412. 14: Bell A, Wernli B, Franklin RM. Effects of microtubule inhibitors on protein synthesis in Plasmodium falciparum. Parasitol Res. 1993;79(2):146-52. PubMed PMID: 8475033. 15: Dieckmann-Schuppert A, Franklin RM. Mode of action of tubulozoles against Plasmodium falciparum in vitro. Antimicrob Agents Chemother. 1990 Aug;34(8):1529-34. PubMed PMID: 2221861; PubMed Central PMCID: PMC171867. 16: de Priester W, Bakker A, Lamers G. Capping of Con A receptors and actin distribution are influenced by disruption of microtubules in Dictyostelium discoideum. Eur J Cell Biol. 1990 Feb;51(1):23-32. PubMed PMID: 2184037. 17: Van Ginckel R, Vanherck W, Willebrords R, Distelmans W, De Brabander M. The kidney invasion test: its application to the Lewis lung carcinoma system. Anticancer Res. 1986 Jul-Aug;6(4):705-8. PubMed PMID: 3752948. 18: Molnar J, Tarodi B, Galfi M, Matkovics B, Motohashi N. In vitro antiproliferative effects of tricyclic psychopharmaceutical agents and synergism with some resistance modifiers. Anticancer Res. 1992 Jan-Feb;12(1):273-80. PubMed PMID: 1567177. 19: Dieckmann-Schuppert A, Franklin RM. Compounds binding to cytoskeletal proteins are active against Plasmodium falciparum in vitro. Cell Biol Int Rep. 1989 May;13(5):411-8. PubMed PMID: 2670249. 20: Stitt AW, Fairweather I, Mackender RO. The effect of triclabendazole ("Fasinex") on protein synthesis by the liver fluke, Fasciola hepatica. Int J Parasitol. 1995 Apr;25(4):421-9. PubMed PMID: 7635617.

View History

Parconazole Free Base

Parconazole Free Base