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MedKoo Cat#: 581016 | Name: Probimane

Description:

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

Probimane is anticancer agents. Pro is active against more categories of tumors both in vivo and in vitro, which in some circumstances may make it superior to the currently-used anticancer bisdioxopiperazines, including razoxane and MST-16.

Chemical Structure

Probimane
Probimane
CAS#108093-90-9

Theoretical Analysis

MedKoo Cat#: 581016

Name: Probimane

CAS#: 108093-90-9

Chemical Formula: C21H34N6O6

Exact Mass: 466.2540

Molecular Weight: 466.53

Elemental Analysis: C, 54.06; H, 7.35; N, 18.01; O, 20.58

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 #
No Data
Synonym
Probimane; probimane; AT-2153; Pro.
IUPAC/Chemical Name
1-(Morpholin-4-ylmethyl)-4-[2-[4-(morpholin-4-ylmethyl)-3,5-dioxopiperazin-1-yl]propyl]piperazine-2,6-dione
InChi Key
MAUYWACILHVRLR-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H34N6O6/c1-17(25-13-20(30)27(21(31)14-25)16-23-4-8-33-9-5-23)10-24-11-18(28)26(19(29)12-24)15-22-2-6-32-7-3-22/h17H,2-16H2,1H3
SMILES Code
O=C(CN(CC(N1CC(N(CN2CCOCC2)C(C1)=O)=O)C)C3)N(CN4CCOCC4)C3=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
Soluble in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 466.53 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: Lu DY, Xu J, Lu TR, Wu HY, Xu B. Inhibitions of several antineoplastic drugs on serum sialic Acid levels in mice bearing tumors. Sci Pharm. 2013 Jan-Mar;81(1):223-31. doi: 10.3797/scipharm.1209-18. Epub 2012 Nov 14. PubMed PMID: 23641340; PubMed Central PMCID: PMC3617655. 2: Lu DY, Lu TR, Wu HY. Development of antimetastatic drugs by targeting tumor sialic acids. Sci Pharm. 2012 Jul-Sep;80(3):497-508. Epub 2012 Jun 18. PubMed PMID: 23008802; PubMed Central PMCID: PMC3447616. 3: Lu DY, Lu DR, Ding J. Cell biological manifestations of bisdioxopiperazines treatment of human tumor cell lines in culture. Anticancer Agents Med Chem. 2010 Nov 1;10(9):657-60. Review. PubMed PMID: 21235436. 4: Lu DY, Chen RT, Lu TR, Wu HY, Qu RX, Che JY, Xu B. Absorption, distribution and excretion of ¹⁴C-probimane in mice bearing lewis lung carcinoma. Sci Pharm. 2010 Jul-Sep;78(3):445-50. doi: 10.3797/scipharm.1005-05. Epub 2010 Jun 15. PubMed PMID: 21179357; PubMed Central PMCID: PMC3002815. 5: Lu DY, Lu TR. Antimetastatic activities and mechanisms of bisdioxopiperazine compounds. Anticancer Agents Med Chem. 2010 Sep;10(7):564-70. Review. PubMed PMID: 20950258. 6: Lu DY, Lu TR. Anticancer activities and mechanisms of bisdioxopiperazine compounds probimane and MST-16. Anticancer Agents Med Chem. 2010 Jan;10(1):78-91. Review. PubMed PMID: 19845502. 7: Lu DY, Wu FG, Zhen ZM, Lu TR, Wu HY, Che JY, Xu B. Different spontaneous pulmonary metastasis inhibitions against lewis lung carcinoma in mice by bisdioxopiperazine compounds of different treatment schedules. Sci Pharm. 2010 Jan-Mar;78(1):13-20. doi: 10.3797/scipharm.0910-16. Epub 2009 Dec 29. PubMed PMID: 21179367; PubMed Central PMCID: PMC3002831. 8: Lu DY, Huang M, Xu CH, Zhu H, Xu B, Ding J. Medicinal chemistry of probimane and MST-16: comparison of anticancer effects between bisdioxopiperazines. Med Chem. 2006 Jul;2(4):369-75. PubMed PMID: 16848748. 9: Lu DY, Huang M, Xu CH, Yang WY, Hu CX, Lin LP, Tong LJ, Li MH, Lu W, Zhang XW, Ding J. Anti-proliferative effects, cell cycle G2/M phase arrest and blocking of chromosome segregation by probimane and MST-16 in human tumor cell lines. BMC Pharmacol. 2005 Jun 20;5:11. PubMed PMID: 15963241; PubMed Central PMCID: PMC1180833. 10: Lu DY, Xu B, Ding J. Antitumor effects of two bisdioxopiperazines against two experimental lung cancer models in vivo. BMC Pharmacol. 2004 Dec 24;4:32. PubMed PMID: 15617579; PubMed Central PMCID: PMC545955. 11: Lu D, Cao J, Huang Y, Gong L, Chen X, Chen E, Xu B. Comparison of some antineoplastic drugs on inhibiting thrombin catalizing fibrinogen clotting in vitro. Chin Med J (Engl). 1999 Nov;112(11):1052-3. PubMed PMID: 11721472. 12: Zhang Y, Ye QX, Liu J, Zhang ZY, Zhang TM. Synergistic effect of probimane on anticancer cytotoxicity of doxorubicin in vitro. Zhongguo Yao Li Xue Bao. 1994 Jan;15(1):56-9. PubMed PMID: 8010087. 13: Zhang Y, Hua HY, Zhang TM. Inhibitory effect of dioxopiperazine compounds on malondialdehyde formation induced by doxorubicin in rat liver mitochondria in vitro. Zhongguo Yao Li Xue Bao. 1993 Jul;14(4):340-3. PubMed PMID: 8249630. 14: Lu DY, Xu B, Zhang X, Chen RT. [Distribution of 14C labeled at dioxopiperazine or methyl morpholine group of probimane by whole body autoradiography]. Zhongguo Yao Li Xue Bao. 1993 Mar;14(2):171-3. Chinese. PubMed PMID: 8352014. 15: Zhang Y, Zhang TM, Zhao BL, Han JK, Chen WC, Xin WJ. [Scavenging of probimane on semiquinone free radical formation by doxorubicin in rat heart]. Zhongguo Yao Li Xue Bao. 1991 Jan;12(1):20-3. Chinese. PubMed PMID: 1950578. 16: Dan N, Li XJ, Zhao BL, Zhang TM, Xin WJ. [Scavenging effects of probimane on active oxygen free radicals by electron spin resonance]. Zhongguo Yao Li Xue Bao. 1989 Sep;10(5):443-7. Chinese. PubMed PMID: 2559581. 17: Wang MY, Liu TX, Li GD, Zhang TM. [Effects of bimolane and probimane on the incorporation of (3H)TdR, (3H)UR and (3H)Leu into Ehrlich ascites carcinoma cells iv vitro]. Zhongguo Yao Li Xue Bao. 1988 Jul;9(4):367-9. Chinese. PubMed PMID: 3195348. 18: Zhang TM, Wang MY, Wang QD, Ren YF. [Antineoplastic action and toxicity of probimane and its effect on immunologic functions in mice]. Zhongguo Yao Li Xue Bao. 1987 Jul;8(4):369-74. Chinese. PubMed PMID: 3502223. 19: Herman EH, Ferrans VJ, Bhat HB, Witiak DT. Reduction of chronic doxorubicin cardiotoxicity in beagle dogs by bis-morpholinomethyl derivative of razoxane (ICRF-159). Cancer Chemother Pharmacol. 1987;19(4):277-81. PubMed PMID: 3594714.