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2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE

Cyclophosphamide monohydrate

CAS: 6055-19-2

Molecular Formula: C7H17Cl2N2O3P

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2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE - Names and Identifiers

Name Cyclophosphamide monohydrate
Synonyms CPA
ENDOXON
CYTOXAN
CYCLOPHOSPHAMIDE HYDRATE
Cyclophosphane monohydrate
Cyclophosphamide monohydrate
CYCLOPHOSPHAMIDE MONOHYDRATE
Kgyclophosphamide monohydrate
cyclophosphamide isopac monohydrate
Cyclophosphamide Sterile monohydrate
(2R)-N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
(2S)-N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrate
2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE
2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE
2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE MONOHYDRATE
CAS 6055-19-2
EINECS 200-015-4
InChI InChI=1/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2/t14-;/m1./s1
InChIKey PWOQRKCAHTVFLB-UHFFFAOYSA-N

2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE - Physico-chemical Properties

Molecular FormulaC7H17Cl2N2O3P
Molar Mass279.1
Melting Point49-51 °C (lit.)
Boling Point407.5°C at 760 mmHg
Flash Point>230°F
Water Solubility40 g/L
Solubility H2O: 0.1g/mL, clear, colorless
Vapor Presure5.72E-08mmHg at 25°C
AppearanceCrystals or Crystalline Powder
ColorWhite to almost white
Merck14,2747
BRN8167897
Storage Condition2-8°C
Physical and Chemical PropertiesWater-soluble
40 g/L
  • 49-53 ℃
    • In vitro studyCyclophosphamide (CY) is a chemotherapeutic agent that has a dose-dependent dual effect on the immune system. Cyclophosphamide treatment enhances apoptosis and reduces homeostatic proliferation of regulated T cells. Cyclophosphamide down-regulates the expression of GITR and FoxP3, which is involved in the inhibitory activity of T(REGs). Cyclophosphamide increases the levels of CYP3A4,CYP2C8, and CYP2C9 proteins in primary human hepatocyte cultures, thereby increasing the rate of their own 4-hydroxylation in cultured hepatocytes. In the presence of metabolic activation, Cyclophosphamide mutates the base-pair substituted strain of Salmonella tryphimurium, but it appears negative in the E. coli chromogenic test. In the presence of metabolic activation, Cyclophosphamide is able to produce genetic mutations, chromosomal aberrations, micronuclei and sister chromatid interchanges in a variety of cultured cells, and in the absence of metabolic activation, A sister chromatid interchange occurs.
    In vivo studyCyclophosphamide produces chromosomal lesions and micronuclei in rats, mice, and Chinese hamsters, as well as genetic mutations in mouse spot tests and Muta mouse transgenic lacZ constructs. Cyclophosphamide, added in a defined sequence to the GM-CSF-secreted, neu-expressing whole-cell vaccine, was able to enhance the vaccine's potential to retard tumor growth in neu-transgenic mice. Cyclophosphamide exerts its effect by enhancing the efficacy of the vaccine, rather than by direct cytolytic effects on cancer cells.

    2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE - Risk and Safety

    Hazard SymbolsT - Toxic
    Toxic
    Risk CodesR45 - May cause cancer
    R25 - Toxic if swallowed
    R61 - May cause harm to the unborn child
    R46 - May cause heritable genetic damage
    R36/37/38 - Irritating to eyes, respiratory system and skin.
    R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
    Safety DescriptionS53 - Avoid exposure - obtain special instructions before use.
    S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
    S37/39 - Wear suitable gloves and eye/face protection
    S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
    UN IDsUN 3464 6.1/PG 3
    WGK Germany3
    RTECSRP6157750
    FLUKA BRAND F CODES10
    HS Code29349990
    Hazard Class6.1
    Packing GroupII

    2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE - Reference Information

    (IARC) carcinogen classification 1 (Vol. 26, Sup 7, 100A) 2012
    EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
    biological activity cyclophoride Monohydrate is a nitrogen mustard alkylating agent that links an alkyl group to a guanine base of DNA. Cross-linking with DNA, resulting in DNA strand breaks, causing mutations. Has a cytotoxic effect.
    Use antineoplastic agent. For malignant lymphoma effect is good, also has a certain effect on acute lymphoblastic leukemia, other chronic lymphocytic leukemia, breast cancer, ovarian cancer, testicular cancer, multiple myeloma, neuroblastoma, head and neck cancer and colon cancer are also effective. This product also has immunosuppressive effect. For the condensation of kidney disease and rheumatoid arthritis. The toxicity of the product, oral LD50 for mice 35094mg/kg.
    immunosuppressive and antineoplastic drugs.
    A cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy
    production method is obtained by chlorination, condensation and cyclization of diethanolamine.
    Last Update：2024-04-09 21:01:54
    2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE
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    Hefei TNJ Chemical Industry Co.,Ltd.
    Product Name: Cyclophosphamide monohydrate Request for quotation
    CAS: 6055-19-2
    Tel: 0086-551-65418684
    Email: sales@tnjchem.com
    　　　　 info@tnjchem.com
    Mobile: 0086 189 4982 3763
    QQ: 2881500840 Click to send a QQ message
    Wechat: 0086 189 4982 3763
    WhatsApp: 0086 189 4982 3763
    Product List: View Catalog
    Shanghai Yuanye Bio-Technology Co., Ltd.
    Spot supply
    Product Name: Cyclophosphamide monohydrate Visit Supplier Webpage Request for quotation
    CAS: 6055-19-2
    Tel: 18301782025
    Email: 3008007409@qq.com
    Mobile: 18021002903
    QQ: 3008007409 Click to send a QQ message
    Wechat: 18301782025
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    2-[BIS(2-CHLOROETHYL)AMINO]TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE HYDRATE
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