Phosphoramide mustard

Modify Date: 2024-01-05 16:31:28

Phosphoramide mustard structure	Common Name	Phosphoramide mustard
	CAS Number	10159-53-2	Molecular Weight	221.02200
	Density	1.474g/cm3	Boiling Point	363.5ºC at 760mmHg
	Molecular Formula	C₄H₁₁Cl₂N₂O₂P	Melting Point	N/A
	MSDS	N/A	Flash Point	173.6ºC

Use of Phosphoramide mustard

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

Name	phosphoramide mustard
Synonym	More Synonyms

Description	Phosphoramide mustard is the major metabolite for Cyclophosphamide (HY-17420), with anticancer activitiy. Phosphoramide mustard induces DNA adduct formation in ovarian granulosa cells, induces DNA damage and elicits the ovarian DNA repair response[1][2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker
Target	DNA Alkylator[1]
In Vitro	Phosphoramide mustard causes cytotoxicity through forming cross-linked DNA adducts which inhibit DNA strand separation during replication[1]. Phosphoramide mustard 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 (3-6 μM; 48 hours) reduces cell viability in rat spontaneously immortalized granulosa cells (SIGCs)[1]. Phosphoramide mustard (3-6 μM; 24-48 hours) induces DNA adduct formation[1]. Phosphoramide mustard (3-6 μM; 24-48 hours) induces ovarian DNA damage in rat ovaries[1]. Phosphoramide mustard increases DNA damage responses (DDR) gene (Atm, Parp1, Prkdc, Xrcc6, Brca1, Rad51) mRNA expression level[1]. Phosphoramide mustard (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 (2.1-20.7 mg/kg; i.p.; daily; for 5 days) inhibits subcutaneous tumor growth in rats[2]. Phosphoramide mustard (59.4 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: 59.4 mg/kg (Pharmacokinetic Analysis) Administration: Intravenous injection Result: Has a disappearance half-life of 15.1 minutes in plasma.
References	[1]. Shanthi Ganesan, et al. Phosphoramide mustard exposure induces DNA adduct formation and the DNA damage repair response in rat ovarian granulosa cells. Toxicol Appl Pharmacol. 2015 Feb 1; 282(3): 252–258. [2]. S Genka, et al. Brain and plasma pharmacokinetics and anticancer activities of cyclophosphamide and phosphoramide mustard in the rat. Cancer Chemother Pharmacol. 1990;27(1):1-7.

Density	1.474g/cm3
Boiling Point	363.5ºC at 760mmHg
Molecular Formula	C₄H₁₁Cl₂N₂O₂P
Molecular Weight	221.02200
Flash Point	173.6ºC
Exact Mass	219.99400
PSA	76.37000
LogP	1.52540
Vapour Pressure	2.84E-06mmHg at 25°C
Index of Refraction	1.525

Precursor 9
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DownStream 1
CAS#:52336-54-6 Alcophosphamide