Cyclophosphamide Monohydrate

For research use only.

Catalog No.S2057

21 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 21 publications

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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 NXj1ZmZKS3m2b4TvfIlkcXS7IHHzd4F6 NIL3UopKdiC4aYTyc{BkgXSxdH;4bYNqfHlid3HzJIV3[Wy3YYTl[EBqdiCvb4Xz[UBmdWK{eX:gRmFNSi:lIEPUN{Bk\WyuczygTWM2OD1|Nz62JO69VQ>? NI\RV489[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi97OEezOFEzLz57OEezOFEzRC:jPh?=
HL60 cells M1rQS2N6fG:2b4jpZ4l1gSCjc4PhfS=> MXnDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIUFYxKGOnbHzzJIJ6KE2WVDDhd5NigSxiSVO1NF05Njd7IN88US=> MYG8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zODh3MEOwN{c,OjB6NUCzNFM9N2F-
BALB/c 3T3 Mnj5R5l1d3SxeHnjbZR6KGG|c3H5 MYfJckB3cXS{bzDjfZRwfG:6aXPpeJkh[WejaX7zeEBDSUyEL3OgN3Q{KGOnbHzzMEBKSzVyIE2gN|cvPiEQvF2u NEH5[ZE9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi95OEe3NVUxLz55OEe3NVUxRC:jPh?=
T-cells MmC0TY1ufW6xc4XwdJJme3OrdnWgZZN{[Xl? M4DJZ|ExOCCvZz;r[y=> NGnTdpI5KGSjeYO= Mn72TY1ufW6xc4XwdJJme3OrdnWgZYN1cX[rdImgZYdicW6|dDDNRXYuOSCrbn\lZ5Rm\CCEQVzCM4MhdW:3c3WgZZN{\XO|ZXSgZZMhXCClZXzsd{B{fXCycnXzd4lwdiCjdDCxNFAhdWdxa3esJIlxKHS{ZXH0[YQhQCCmYYnzJIJm\m:{ZTDpcoZm[3Srb36g[o9zKDRid3Xlb5MhdWWjc4Xy[YQhOTRiZHH5d{Bxd3O2IHnu[oVkfGmxbjDifUBndG:5IHP5eI9u\XS{eR?= MoXKQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOTh{NkiwPFUoRjF6Mk[4NFg2RC:jPh?=
B-cells Mnn5TY1ufW6xc4XwdJJme3OrdnWgZZN{[Xl? NXfSSppSOTByIH3nM4to Mk\sPEBl[Xm| MV7JcY12dm:|dYDwdoV{e2m4ZTDhZ5Rqfmm2eTDh[4FqdnO2IF3BWk0yKGmwZnXjeIVlKEKDTFKvZ{Bud3W|ZTDhd5Nme3OnZDDhd{BDKGOnbHzzJJN2eHC{ZYPzbY9vKGG2IEGwNEBu\y:tZzygbZAhfHKnYYTl[EA5KGSjeYOgZoVnd3KnIHnu[oVkfGmxbjDmc5IhPCC5ZXXrd{Bu\WG|dYLl[EAyPCCmYYnzJJBwe3RiaX7m[YN1cW:wIHL5JIZtd3diY4n0c41mfHK7 NI[yR3Q9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9zOEK2PFA5PSd-MUiyOlgxQDV:L3G+
U87 MG NY[xO|AxSW62aYT1cY9zKGG|c3H5 Mn;EPFAhdWdxa3e= NE\zbllCdnSrdIXtc5Ih[WO2aY\peJkhcW5iaIXtZY4hXTh5IF3HJINmdGy|IIjlco9oemGodHXkJI1wfXOnIHH0JFgxKG2pL3vnMEBqfiCjZH3pcol{fGW{ZXSgbY4hWTKGIIigOUB{[2inZIXs[S=> NX7p[pA5RGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMUi0OVA1PTZpPkG4OFUxPDV4PD;hQi=>
MX1 MXvBcpRqfHWvb4KgZZN{[Xl? NEjrTYwyOjBibXevb4c> NIjaSmZ2eCC2bzCzJJdm\Wu| NFjFNYFCdnSrdIXtc5Ih[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNXFEh[2WubIOgfIVvd2e{YX\0[YQhcW5iboXk[UBud3W|ZTDh[Ip2fmGwdDDtc4RmdCCjc4Pld5Nm\CCjczDpcoNz\WG|ZTDpckBud3W|ZTDzeZJ3cX[jbDD0bY1mKGG2IEGyNEBu\y:tZzygdI8hSkmGIH3lZZN2emWmIIXwJJRwKDNid3Xlb5M> NX3TbmFLRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkC3NlY2OTJpPkKwO|I3PTF{PD;hQi=>
U87MG MmrERY51cWOjbnPldkBie3OjeR?= M3ru[VgxKG2pL3vn Mk\YOkBl[Xm| M2PrUmFvfGmlYX7j[ZIh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVPFdOTyClZXzsd{B5\W6xZ4Lh[pRm\CCrbjDheIh6dWmlIH3veZNmKGG|c3Xzd4VlKGG|IIT1cY9zKHO3cIDy[ZN{cW:wIHH0JFgxKG2pL3vnMEBqfiCTMlSg[o9zKDZiZHH5dy=> NV7BV4syRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkGxNFY{PzdpPkKxNVA3Ozd5PD;hQi=>
NCI-H522 NWXyXJozSW62aYT1cY9zKGG|c3H5 Ml3MOVAhdWdxa3e= NFP6eIwzQCCmYYnz NE\BU|dCdnSrdIXtc5Ih[WO2aY\peJkh[WejaX7zeEBpfW2jbjDOR2kuUDV{MjDj[YxteyC6ZX7v[5Ji\nSnZDDpckBD[WykL3OgcpVl\SCvb4Xz[UBie3Onc4Pl[EBieyC2dX3vdkBoem:5dHigbY5pcWKrdHnvckBifCB3MDDt[{9s\yxiaXegZYRucW6rc4TldoVlKG:wY3Wg[IFqdHliZn;yJFI5KGSjeYOgdoVt[XSrdnWgeI8h[2:wdILvcC=> MYS8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQDB7Mki2NEc,OjhyOUK4OlA9N2F-
U2932 NYHLVZZKSW62aYT1cY9zKGG|c3H5 MWK1NEBu\y:tZx?= Mn7rOUBkd26|ZXP1eIl3\SCmYYnz MWTBcpRqfHWvb4KgZYN1cX[rdImgZYdicW6|dDDoeY1idiCXMkmzNkBk\WyuczD4[Y5w\3KjZoTl[EBqdiCVQ1nEJI1wfXOnIHHzd4V{e2WmIHHzJJJm\HWldHnvckBqdiC2dX3vdkBjfXKmZX6gZZQhPTBibXevb4ctKGmyIHHkcYlvcXO2ZYLl[EBnd3JiNTDjc45{\WO3dHn2[UBl[Xm|IH3lZZN2emWmIIXwJJRwKGSjeTC0NEBxd3O2IHPlcIwhcW6sZXP0bY9v MXu8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQDZyNUW5N{c,Ojh4MEW1PVM9N2F-
MDA-MB-231 M2ryfGN6fG:2b4jpZ4l1gSCjc4PhfS=> MoDaOFghcHJ? MUnDfZRwfG:6aXPpeJkh[WejaX7zeEBJd22xIIPhdIlmdnNiKHj1cYFvMSCPRFGtUWIuOjNzIHPlcIx{KGGodHXyJFQ5KGi{IHL5JG1VXCCjc4PhfUwhUUN3MDC9JFAvODlizszNMi=> MmfOQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
K562 Mn;CR5l1d3SxeHnjbZR6KGG|c3H5 M4Tj[lQ5KGi{ NWXJelY2S3m2b4TvfIlkcXS7IHHnZYlve3RiSH;tc{B{[XCrZX7zJEhpfW2jbjmgT|U3OiClZXzsd{Bi\nSncjC0PEBpeiCkeTDNWHQh[XO|YYmsJGlEPTBiPTCwMlE2KM7:TT6= MojtQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
K562 M3zFbmFvfGmycn;sbYZmemG2aY\lJIF{e2G7 MkW3OFghcHJ? NVjZZ2NwSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBJd22xIIPhdIlmdnNiKHj1cYFvMSCNNU[yJINmdGy|IHHmeIVzKDR6IHjyJIJ6KE2WVDDhd5NigSxiSVO1NEA:KDBwMUWzJO69VS5? MoTpQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-
MCF7 NWGzeoJCS3m2b4TvfIlkcXS7IHHzd4F6 NIPlU4Y1QCCqch?= NHX3ZlNEgXSxdH;4bYNqfHliYXfhbY5{fCCKb33vJJNieGmnboOgLIh2dWGwKTDNR2Y4KGOnbHzzJIFnfGW{IES4JIhzKGK7IITyfZBidiCkbIXlJIF{e2G7LDDJR|UxKD1iMD6xOkDPxE1w NWjFbnNKRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:ve5d4NmWkaT7hZ{52cy:laHXtZoww[2:vcH;1coRgemWyb4L0Y4NiemRxQ1jFUWJNQDhxJ{7DbGVOSkx:L3G+
HepG2 NFy3SYpEgXSxdH;4bYNqfHliYYPzZZk> M4Dq[VQ5KGi{ NUfHTFJWS3m2b4TvfIlkcXS7IHHnZYlve3RiSH;tc{B{[XCrZX7zJEhpfW2jbjmgTIVxTzJiY3XscJMh[W[2ZYKgOFghcHJiYomgUXRVKGG|c3H5MEBKSzVyIE2gNE4zPCEQvF2u MkTMQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xd4f3MoVjcS6jYz71b{9kcGWvYnyvZ49ueG:3bnTfdoVxd3K2X3PhdoQwS0iHTVLMPFgwLz6FaFXNRmw9N2F-

... 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

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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