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Cyclophosphamide Monohydrate

For research use only.

Catalog No.S2057

19 publications

Cyclophosphamide Monohydrate Chemical Structure

CAS No. 6055-19-2

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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Selleck's Cyclophosphamide Monohydrate has been cited by 19 publications

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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 M2DHVGN6fG:2b4jpZ4l1gSCjc4PhfS=> MVHJckB3cXS{bzDjfZRwfG:6aXPpeJkhf2G|IHX2ZYx2[XSnZDDpckBud3W|ZTDlcYJzgW9iQlHMRk9kKDOWMzDj[YxteyxiSVO1NF0{Py54IN88US=> MYq8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek86QDd|NEGyK|46QDd|NEGyQE9iRg>?
HL60 cells M365PWN6fG:2b4jpZ4l1gSCjc4PhfS=> MWPDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIUFYxKGOnbHzzJIJ6KE2WVDDhd5NigSxiSVO1NF05Njd7IN88US=> MkO0QIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjB6NUCzNFMoRjJyOEWwN|A{RC:jPh?=
BALB/c 3T3 NVOxNY41S3m2b4TvfIlkcXS7IHHzd4F6 M3PsT2lvKH[rdILvJIN6fG:2b4jpZ4l1gSCjZ3HpcpN1KEKDTFKvZ{A{XDNiY3XscJMtKEmFNUCgQUA{Py54IN88UU4> M{XFNFxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493Nzd6N{exOVAoRjd6N{exOVA9N2F-
T-cells NW\2b3VFUW2vdX7vd5VxeHKnc4PpeoUh[XO|YYm= M1LtUVExOCCvZz;r[y=> M13kfFgh\GG7cx?= M4XHfGludXWwb4P1dJBz\XO|aY\lJIFkfGm4aYT5JIFo[Wmwc4SgUWFXNTFiaX7m[YN1\WRiQlHMRk9kKG2xdYPlJIF{e2W|c3XkJIF{KFRiY3XscJMhe3WycILld5Nqd25iYYSgNVAxKG2pL3vnMEBqeCC2cnXheIVlKDhiZHH5d{Bj\W[xcnWgbY5n\WO2aX;uJIZweiB2IIfl[Yt{KG2nYYP1doVlKDF2IHThfZMheG:|dDDpcoZm[3Srb36gZpkh\myxdzDjfZRwdWW2com= M1\ZVlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzF6Mk[4NFg2Lz5zOEK2PFA5PTxxYU6=
B-cells MXnJcY12dm:|dYDwdoV{e2m4ZTDhd5NigQ>? MY[xNFAhdWdxa3e= M{j5U|gh\GG7cx?= MnPWTY1ufW6xc4XwdJJme3OrdnWgZYN1cX[rdImgZYdicW6|dDDNRXYuOSCrbn\lZ5Rm\CCEQVzCM4MhdW:3c3WgZZN{\XO|ZXSgZZMhSiClZXzsd{B{fXCycnXzd4lwdiCjdDCxNFAhdWdxa3esJIlxKHS{ZXH0[YQhQCCmYYnzJIJm\m:{ZTDpcoZm[3Srb36g[o9zKDRid3Xlb5MhdWWjc4Xy[YQhOTRiZHH5d{Bxd3O2IHnu[oVkfGmxbjDifUBndG:5IHP5eI9u\XS{eR?= MluzQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOTh{NkiwPFUoRjF6Mk[4NFg2RC:jPh?=
U87 MG Mn7mRY51cXS3bX;yJIF{e2G7 MXy4NEBu\y:tZx?= M2HqUGFvfGm2dX3vdkBi[3Srdnn0fUBqdiCqdX3hckBWQDdiTVegZ4VtdHNieHXuc4dz[W[2ZXSgcY92e2ViYYSgPFAhdWdxa3esJIl3KGGmbXnubZN1\XKnZDDpckBSOkRieDC1JJNkcGWmdXzl NVzUVZUxRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMUi0OVA1PTZpPkG4OFUxPDV4PD;hQi=>
MX1 M3jVU2FvfGm2dX3vdkBie3OjeR?= NIPYUXQyOjBibXevb4c> MmfweZAhfG9iMzD3[YVsew>? NWPoZ2VlSW62aYT1cY9zKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gUXgyKGOnbHzzJJhmdm:pcnHmeIVlKGmwIH71[IUhdW:3c3WgZYRrfX[jboSgcY9l\WxiYYPz[ZN{\WRiYYOgbY5kemWjc3WgbY4hdW:3c3Wgd5Vzfmm4YXygeIlu\SCjdDCxNlAhdWdxa3esJJBwKEKLRDDt[YF{fXKnZDD1dEB1dyB|IIfl[Yt{ MYW8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zODd{NkWxNkc,OjB5Mk[1NVI9N2F-
U87MG Mlu0RY51cWOjbnPldkBie3OjeR?= NUf4bWNzQDBibXevb4c> NHXTTFk3KGSjeYO= M{LJdGFvfGmlYX7j[ZIh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVPFdOTyClZXzsd{B5\W6xZ4Lh[pRm\CCrbjDheIh6dWmlIH3veZNmKGG|c3Xzd4VlKGG|IIT1cY9zKHO3cIDy[ZN{cW:wIHH0JFgxKG2pL3vnMEBqfiCTMlSg[o9zKDZiZHH5dy=> MmDxQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjFzME[zO|coRjJzMUC2N|c4RC:jPh?=
NCI-H522 M1OwXmFvfGm2dX3vdkBie3OjeR?= NVrNN4hsPTBibXevb4c> NH63RoMzQCCmYYnz NUjYeotGSW62aYT1cY9zKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gUmNKNUh3MkKgZ4VtdHNieHXuc4dz[W[2ZXSgbY4hSmGuYj;jJI52\GVibX;1d4Uh[XO|ZYPz[YQh[XNidIXtc5Ih\3Kxd4ToJIlvcGmkaYTpc44h[XRiNUCgcYcwc2duIHnnJIFldWmwaYP0[ZJm\CCxbnPlJIRicWy7IH\vdkAzQCCmYYnzJJJmdGG2aY\lJJRwKGOxboTyc4w> M1LLRlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ6MEmyPFYxLz5{OEC5Nlg3ODxxYU6=
U2932 M4XSdWFvfGm2dX3vdkBie3OjeR?= M2nzWFUxKG2pL3vn NI[0O3k2KGOxboPlZ5V1cX[nIHThfZM> NFrLVnpCdnSrdIXtc5Ih[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVNlk{OiClZXzsd{B5\W6xZ4Lh[pRm\CCrbjDTR2lFKG2xdYPlJIF{e2W|c3XkJIF{KHKnZIXjeIlwdiCrbjD0eY1weiCkdYLk[Y4h[XRiNUCgcYcwc2duIHnwJIFldWmwaYP0[ZJm\CCob4KgOUBkd26|ZXP1eIl3\SCmYYnzJI1m[XO3cnXkJJVxKHSxIHThfUA1OCCyb4P0JINmdGxiaX7q[YN1cW:w NVHoRnhtRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMki2NFU2QTNpPkK4OlA2PTl|PD;hQi=>
MDA-MB-231 M362PWN6fG:2b4jpZ4l1gSCjc4PhfS=> M4fz[FQ5KGi{ Mn3IR5l1d3SxeHnjbZR6KGGpYXnud5QhUG:vbzDzZZBq\W6|IDjoeY1idiliTVTBMW1DNTJ|MTDj[YxteyCjZoTldkA1QCCqcjDifUBOXFRiYYPzZZktKEmFNUCgQUAxNjB7IN88UU4> MnKxQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
K562 NFzpVo1EgXSxdH;4bYNqfHliYYPzZZk> NHTJfo81QCCqch?= NFv0[|REgXSxdH;4bYNqfHliYXfhbY5{fCCKb33vJJNieGmnboOgLIh2dWGwKTDLOVYzKGOnbHzzJIFnfGW{IES4JIhzKGK7IF3UWEBie3OjeTygTWM2OCB;IECuNVUh|ryPLh?= MnLkQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
K562 M{ftTWFvfGmycn;sbYZmemG2aY\lJIF{e2G7 MWS0PEBpeg>? MofHRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDIc41wKHOjcHnlcpMhMGi3bXHuLUBMPTZ{IHPlcIx{KGGodHXyJFQ5KGi{IHL5JG1VXCCjc4PhfUwhUUN3MDC9JFAvOTV|IN88UU4> MWi8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:5d4eu[YJqNmGlLoXrM4Np\W2kbD;jc41xd3WwZG;y[ZBwenShY3Hy[E9EUEWPQly4PE8oRkOqRV3CUFww[T5?
MCF7 Ml21R5l1d3SxeHnjbZR6KGG|c3H5 NIW1XWs1QCCqch?= NWL6VHlnS3m2b4TvfIlkcXS7IHHnZYlve3RiSH;tc{B{[XCrZX7zJEhpfW2jbjmgUWNHPyClZXzsd{Bi\nSncjC0PEBpeiCkeTD0dplx[W5iYnz1[UBie3OjeTygTWM2OCB;IECuNVYh|ryPLh?= MnHmQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
HepG2 Mn3sR5l1d3SxeHnjbZR6KGG|c3H5 MUK0PEBpeg>? M334XGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KEixbX:gd4FxcWWwczCobJVu[W5rIFjldGczKGOnbHzzJIFnfGW{IES4JIhzKGK7IF3UWEBie3OjeTygTWM2OCB;IECuNlQh|ryPLh?= M1XiN|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4f3e{5m[mlwYXOueYsw[2inbXLsM4NwdXCxdX7kY5JmeG:{dG;jZZJlN0OKRV3CUFg5Nyd-Q3jFUWJNRC:jPh?=

... 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

* 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
Smiles C1CNP(=O)(OC1)N(CCCl)CCCl.O

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04656951 Not yet recruiting Drug: Daratumumab Multiple Myeloma University of Cologne|Janssen-Cilag G.m.b.H January 2021 Phase 2

Tech Support

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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