Cyclophosphamide Monohydrate

Catalog No.S2057

Cyclophosphamide Monohydrate Chemical Structure

Molecular Weight(MW): 279.1

Cyclophosphamide Monohydrate is a nitrogen mustard alkylating agent, it attaches the alkyl group to the guanine base of DNA, shown to crosslink DNA, causing strand breakage and inducing mutations.

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Cited by 6 Publications

1 Customer Review

  • Conditional patched mutant tumor cells were treated with increasing concentrations cyclophosphamide (D), alone or in combination with 10 nmol/L BI-2536. Cells were cultured for 48 hours, pulsed with 3H-Td, and harvested for analysis of 3H-Td incorporation at 66 hours. Data represent means of triplicate samples ± SEM.

    Cancer Res, 2013, 73(20):6310-22.. Cyclophosphamide Monohydrate purchased from Selleck.

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Biological Activity

Description Cyclophosphamide Monohydrate is a nitrogen mustard alkylating agent, it attaches the alkyl group to the guanine base of DNA, shown to crosslink DNA, causing strand breakage and inducing mutations.
In vitro

Cyclophosphamide (CY) is a chemotherapeutic agent with a dose-dependent, bimodal effect on the immune system. Cyclophosphamide treatment enhances apoptosis and decreases homeostatic proliferation of regulatory T cells. Cyclophosphamide downregulates the expression of GITR and FoxP3, which are involved in the suppressive activity of T(REGs).[1] Cyclophosphamide increases CYP3A4, CYP2C8, and CYP2C9 protein levels in primary human hepatocyte cultures, which thereby enhances their own rates of 4-hydroxylation in the cultured hepatocytes. [2] Cyclophosphamide has produced mutations in base-pair substituting strains of Salmonella tryphimurium in the presence of metabolic activation, but it has been shown to be negative in the E. coli chromotest. Cyclophosphamide has been shown to produce gene mutations, chromosome aberrations, micronuclei and sister chromatid exchanges in a variety of cultured cells in the presence of metabolic activation as well as sister chromatid exchanges without metabolic activation. [3]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
BALB/c 3T3 cells MYDDfZRwfG:6aXPpeJkh[XO|YYm= M1r1VmlvKH[rdILvJIN6fG:2b4jpZ4l1gSC5YYOg[ZZidHWjdHXkJIlvKG2xdYPlJIVu[nK7bzDCRWxDN2NiM2SzJINmdGy|LDDJR|UxRTN5Lk[g{txO M{LXb|k5PzN2MUK=
HL60 cells NVvOdmhES3m2b4TvfIlkcXS7IHHzd4F6 NWPqWm82S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUEx4MDDj[YxteyCkeTDNWHQh[XO|YYmsJGlEPTB;OD63PUDPxE1? NYSyXpFzOjB6NUCzNFM>

... Click to View More Cell Line Experimental Data

In vivo Cyclophosphamide has also produced chromosome damage and micronuclei in rats, mice and Chinese hamsters, and gene mutations in the mouse spot test and in the transgenic lacZ construct of Muta Mouse. [3] Cyclophosphamide, when given in a defined sequence with a GM-CSF-secreting, neu-expressing whole-cell vaccine, enhances the vaccine's potential to delay tumor growth in neu transgenic mice. Cyclophosphamide mediates its effects by enhancing the efficacy of the vaccine rather than via a direct cytolytic effect on cancer cells. [4]

Protocol

Solubility (25°C)

In vitro DMSO 55 mg/mL (197.06 mM)
Water 7 mg/mL (25.08 mM)
Ethanol Insoluble
In vivo Add solvents to the product individually and in order(Data is from Selleck tests instead of citations):
5% DMSO+30% PEG 300+5% Tween 80+ddH2O
For best results, use promptly after mixing.
40mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 279.1
Formula

C7H15Cl2N2O2P.H2O

CAS No. 6055-19-2
Storage powder
in solvent
Synonyms N/A

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03861403 Recruiting Drug: TRX518|Drug: Cyclophosphamide|Drug: Avelumab Solid Tumors|Advanced Triple Negative Breast Cancer|Advanced Hormone Receptor Positive/Endocrine Refractory Breast Cancer|Advanced Metastatic Castration-Resistant Prostate Cancer|Advanced Platinum-Resistant Ovarian Cancer Leap Therapeutics Inc.|Pfizer|Merck KGaA Darmstadt Germany May 20 2019 Phase 1|Phase 2
NCT03264131 Recruiting Drug: Brentuximab Vedotin|Drug: CHEP Lymphoma|Adult T-Cell Leukemia/Lymphoma|Lymphatic Diseases UNC Lineberger Comprehensive Cancer Center|Seattle Genetics Inc. October 15 2018 Phase 2
NCT03318016 Recruiting Drug: Cyclophosphamide Acute Myeloid Leukemia|Relapsed/Refractory Acute Myeloid Leukemia University of Colorado Denver December 15 2017 Phase 1
NCT03336073 Recruiting Drug: Carfilzomib|Drug: Dexamethasone|Drug: cyclophosphamide Multiple Myeloma PETHEMA Foundation December 18 2017 Phase 2
NCT03107988 Recruiting Drug: Lorlatinib|Drug: Cyclophosphamide|Drug: Topotecan Neuroblastoma New Approaches to Neuroblastoma Therapy Consortium|Pfizer|University of Southern California|Solving Kids'' Cancer US/EU|Children''s Neuroblastoma Cancer Foundation|The Band of Parents|The Evan Foundation|Wade''s Army|Ronan Thompson Foundation|The Catherine Elizabeth Blair Memorial Foundation|Cookies for Kids'' Cancer September 1 2017 Phase 1
NCT03132584 Terminated Drug: Cyclophosphamide|Drug: Alemtuzumab Non Hodgkin Lymphoma|High-grade B-cell Lymphoma|Diffuse Large B Cell Lymphoma Dana-Farber Cancer Institute|Genzyme a Sanofi Company|Sanofi July 30 2017 Phase 1

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Frequently Asked Questions

  • Question 1:

    Why S2057 Cyclophosphamide Monohydrate shows no activity in vitro assays?

  • Answer:

    Cyclophoshamide is a prodrug and needs Pytochrome P450 to convert it to the active form: 4-hydroxy cyclophosphamide. It is widely used in vivo, if you are going to use it in vitro, you'll have to supplement Pytochrome P450 exogenously.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID