1. Cell Cycle/DNA Damage
    Metabolic Enzyme/Protease
  2. DNA Alkylator/Crosslinker
    Drug Metabolite
  3. Phosphoramide mustard (cyclohexanamine)

Phosphoramide mustard (cyclohexanamine) 

Cat. No.: HY-137316A
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Phosphoramide mustard cyclohexanamine is the major metabolite for Cyclophosphamide (HY-17420), with anticancer activitiy. Phosphoramide mustard cyclohexanamine induces DNA adduct formation in ovarian granulosa cells, induces DNA damage and elicits the ovarian DNA repair response.

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Phosphoramide mustard (cyclohexanamine) Chemical Structure

Phosphoramide mustard (cyclohexanamine) Chemical Structure

CAS No. : 1566-15-0

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Description

Phosphoramide mustard cyclohexanamine is the major metabolite for Cyclophosphamide (HY-17420), with anticancer activitiy. Phosphoramide mustard cyclohexanamine induces DNA adduct formation in ovarian granulosa cells, induces DNA damage and elicits the ovarian DNA repair response[1][2].

In Vitro

Phosphoramide mustard cyclohexanamine causes cytotoxicity through forming cross-linked DNA adducts which inhibit DNA strand separation during replication[1].
Phosphoramide mustard cyclohexanamine destroys rapidly dividing cells by forming NOR-G-OH, NOR-G and G-NOR-G adducts with DNA, potentially leading to DNA damage[1].
Phosphoramide mustard cyclohexanamine (3-6 μM; 48 hours) reduces cell viability in rat spontaneously immortalized granulosa cells (SIGCs)[1].
Phosphoramide mustard cyclohexanamine (3-6 μM; 24-48 hours) induces DNA adduct formation[1].
Phosphoramide mustard cyclohexanamine (3-6 μM; 24-48 hours) induces ovarian DNA damage in rat ovaries[1].
Phosphoramide mustard cyclohexanamine increases DNA damage responses (DDR) gene (Atm, Parp1, Prkdc, Xrcc6, Brca1, Rad51) mRNA expression level[1].
Phosphoramide mustard cyclohexanamine (3-6 μM; 24-48 hours) increased DDR proteins[1].

Cell Viability Assay[1]

Cell Line: SIGCs
Concentration: 0.5 μM, 1 μM, 3 μM, 6 μM
Incubation Time: 48 hours
Result: Reduced cell viability at concentrations of 3 μM and higher.

RT-PCR[1]

Cell Line: SIGCs
Concentration: 3 μM, 6 μM
Incubation Time: 24 hours, 48 hours
Result: Increased DDR gene mRNA expression levels.

Western Blot Analysis[1]

Cell Line: SIGCs
Concentration: 3 μM, 6 μM
Incubation Time: 24 hours, 48 hours
Result: Generally increased DDR proteins.
In Vivo

Phosphoramide mustard cyclohexanamine (2.1-20.7 mg/kg; i.p.; daily; for 5 days) inhibits subcutaneous tumor growth in rats[2].
Phosphoramide mustard cyclohexanamine (86.0 mg/kg; i.v.) has a plasma disappearance half-life of 15.1 minutes[2].

Animal Model: Rat, subcutaneously implanted Walker 256 carcinosarcoma tumor[2]
Dosage: 2.1 mg/kg, 4.8 mg/kg, 10.4 mg/kg, 20.7 mg/kg
Administration: Intraperitoneal injection, once daily, for 5 consecutive days
Result: Required to produce 50% inhibition of subcutaneous tumor growth with dose of 12 mg/kg.
Animal Model: Rats[2]
Dosage: 86.0 mg/kg (Pharmacokinetic Analysis)
Administration: Intravenous injection
Result: Had a disappearance half-life of 15.1 minutes in plasma.
Molecular Weight

320.20

Formula

C₁₀H₂₄Cl₂N₃O₂P

CAS No.

1566-15-0

SMILES

O=P(N(CCCl)CCCl)(N)O.NC1CCCCC1

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Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

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Keywords:

Phosphoramide mustard (cyclohexanamine)DNA Alkylator/CrosslinkerDrug Metabolitecyclophosphamidephosphoramide mustardDNAadductdamagerepairgenotoxicityalkylatorInhibitorinhibitorinhibit

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Phosphoramide mustard (cyclohexanamine)
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