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MedKoo Cat#: 206010 | Name: Trofosfamide
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Description:

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

Trofosfamide is an orally bioavailable oxazaphosphorine prodrug with antineoplastic activity. Trofosfamide (TFF) is metabolized predominantly to the cyclophosphamide analogue ifosfamide (IFO), which is then metabolized by liver cytochrome P450s to the active isophosphoramide mustard (IPM). IPM alkylates DNA to form DNA-DNA cross-links, which may result in inhibition of DNA, RNA and protein synthesis, and tumor cell apoptosis.

Chemical Structure

Trofosfamide
Trofosfamide
CAS#22089-22-1

Theoretical Analysis

MedKoo Cat#: 206010

Name: Trofosfamide

CAS#: 22089-22-1

Chemical Formula: C9H18Cl3N2O2P

Exact Mass: 322.0172

Molecular Weight: 323.58

Elemental Analysis: C, 33.41; H, 5.61; Cl, 32.87; N, 8.66; O, 9.89; P, 9.57

Price and Availability

Size Price Availability Quantity
50mg USD 350.00
100mg USD 650.00
250mg USD 950.00
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Related CAS #
No Data
Synonym
Trofosfamide; Ixoten; Genoxal Trofosfamida; A4828
IUPAC/Chemical Name
2-(bis(2-chloroethyl)amino)-3-(2-chloroethyl)-1,3,2-oxazaphosphinane 2-oxide
InChi Key
UMKFEPPTGMDVMI-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H18Cl3N2O2P/c10-2-6-13-5-1-9-16-17(13,15)14(7-3-11)8-4-12/h1-9H2
SMILES Code
ClCCN1P(OCCC1)(N(CCCl)CCCl)=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, not in water
Shelf Life
>5 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 323.58 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
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Zhongguo Zhong Yao Za Zhi. 2019 Aug;44(16):3582-3587. Chinese. doi: 10.19540/j.cnki.cjcmm.20190605.502. PMID: 31602926. 8: Ma B, Liu X, Lu Y, Ma X, Wu X, Wang X, Jia M, Su P, Tong Y, Guan H, Jiang Z, Gao J, Huang L, Gao W. A specific UDP-glucosyltransferase catalyzes the formation of triptophenolide glucoside from Tripterygium wilfordii Hook. f. Phytochemistry. 2019 Oct;166:112062. doi: 10.1016/j.phytochem.2019.112062. Epub 2019 Jul 9. PMID: 31299395. 9: Du X, He X, Huang Y, Fu B, Liang B, Lv C, Li Y, Gao X, Wang Y. Simultaneous determination of seven effective components of Tripterygium glycosides in human biological matrices by ultra performance liquid chromatography-triple quadrupole mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Apr 15;1113:1-13. doi: 10.1016/j.jchromb.2019.02.024. Epub 2019 Feb 25. PMID: 30877981. 10: Guo H, Wang Z, Xu L, Zhang H, Chang R, Chen A. Separation and simultaneous determination of seven bioactive components in Tripterygium wilfordii Hook. F. and Tripterygium preparations by micellar electrokinetic capillary chromatography. Electrophoresis. 2019 Feb;40(4):547-554. doi: 10.1002/elps.201800455. Epub 2018 Dec 12. PMID: 30511389. 11: Chen YL, Liu X, Qu XY, Yao YY, Li N, Liang XM, Zhang YY, Yang DJ, Zhang XM. [Studies on difference of chemical compositions in plant species of Tripterygium genus]. Zhongguo Zhong Yao Za Zhi. 2017 Jan;42(2):319-325. Chinese. doi: 10.19540/j.cnki.cjcmm.20161222.011. PMID: 28948738. 12: Xu H, Liu L, Fan X, Zhang G, Li Y, Jiang B. Identification of a diverse synthetic abietane diterpenoid library for anticancer activity. Bioorg Med Chem Lett. 2017 Feb 1;27(3):505-510. doi: 10.1016/j.bmcl.2016.12.032. Epub 2016 Dec 11. PMID: 28011223. 13: He Y, Wu M, Liu Y, Li Q, Li X, Hu L, Cen S, Zhou J. Identification of Triptophenolide from Tripterygium wilfordii as a Pan-antagonist of Androgen Receptor. ACS Med Chem Lett. 2016 Sep 28;7(12):1024-1027. doi: 10.1021/acsmedchemlett.6b00180. PMID: 27994731; PMCID: PMC5150686. 14: Wang T, Shen F, Su S, Bai Y, Guo S, Yan H, Ji T, Wang Y, Qian D, Duan JA. Comparative analysis of four terpenoids in root and cortex of Tripterygium wilfordii Radix by different drying methods. BMC Complement Altern Med. 2016 Nov 23;16(1):476. doi: 10.1186/s12906-016-1453-x. PMID: 27881165; PMCID: PMC5120441. 15: Xu WD, Li LQ, Li MM, Geng HC, Qin HB. Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide. Nat Prod Bioprospect. 2016 Jun;6(3):183-6. doi: 10.1007/s13659-016-0100-z. Epub 2016 Apr 20. PMID: 27095015; PMCID: PMC5385656. 16: Zhang XM, Chen YL, Yao YY, Li N, Liu YP, Liang XM. [Simultaneous determination of 5 compounds in Tripterygium hypoglaucum based on ultrasound- assisted ionic liquid coupled with HPLC]. Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(5):879-886. Chinese. doi: 10.4268/cjcmm20160520. PMID: 28875643. 17: Tong Y, Su P, Zhao Y, Zhang M, Wang X, Liu Y, Zhang X, Gao W, Huang L. Molecular Cloning and Characterization of DXS and DXR Genes in the Terpenoid Biosynthetic Pathway of Tripterygium wilfordii. Int J Mol Sci. 2015 Oct 23;16(10):25516-35. doi: 10.3390/ijms161025516. PMID: 26512659; PMCID: PMC4632813. 18: Su P, Cheng Q, Wang X, Cheng X, Zhang M, Tong Y, Li F, Gao W, Huang L. Characterization of eight terpenoids from tissue cultures of the Chinese herbal plant, Tripterygium wilfordii, by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry. Biomed Chromatogr. 2014 Sep;28(9):1183-92. doi: 10.1002/bmc.3140. PMID: 25237706. 19: Liu Z, Zhao R, Zou Z. [Chemical constituents from root bark of Tripterygium hypoglaucum]. Zhongguo Zhong Yao Za Zhi. 2011 Sep;36(18):2503-6. Chinese. PMID: 22256754. 20: Goncalves S, Santoro S, Nicolas M, Wagner A, Maillos P, Himo F, Baati R. 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