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10159-53-2

10159-53-2 | Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-

CAS No: 10159-53-2 Catalog No: AG0004XJ MDL No:

Product Description

Catalog Number:
AG0004XJ
Chemical Name:
Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-
CAS Number:
10159-53-2
Molecular Formula:
C4H11Cl2N2O2P
Molecular Weight:
221.0221
IUPAC Name:
amino-[bis(2-chloroethyl)amino]phosphinic acid
InChI:
InChI=1S/C4H11Cl2N2O2P/c5-1-3-8(4-2-6)11(7,9)10/h1-4H2,(H3,7,9,10)
InChI Key:
RJXQSIKBGKVNRT-UHFFFAOYSA-N
SMILES:
ClCCN(P(=O)(O)N)CCCl

Properties

Complexity:
151  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
219.994g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
221.018g/mol
Monoisotopic Mass:
219.994g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
66.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  

Literature

Title Journal
Phosphoramide mustard induces autophagy markers and mTOR inhibition prevents follicle loss due to phosphoramide mustard exposure. Reproductive toxicology (Elmsford, N.Y.) 20170101
The ovarian DNA damage repair response is induced prior to phosphoramide mustard-induced follicle depletion, and ataxia telangiectasia mutated inhibition prevents PM-induced follicle depletion. Toxicology and applied pharmacology 20160201
Phosphoramide mustard exposure induces DNA adduct formation and the DNA damage repair response in rat ovarian granulosa cells. Toxicology and applied pharmacology 20150201
Ovarian xenobiotic biotransformation enzymes are altered during phosphoramide mustard-induced ovotoxicity. Toxicological sciences : an official journal of the Society of Toxicology 20141001
Anticancer system created by acrolein and hydroxyl radical generated in enzymatic oxidation of spermine and other biochemical reactions. Medical hypotheses 20121001
Detection of DNA damage in oocytes of small ovarian follicles following phosphoramide mustard exposures of cultured rodent ovaries in vitro. Toxicology and applied pharmacology 20110601
Phenylalanyl-aminocyclophosphamides as model prodrugs for proteolytic activation: synthesis, stability, and stereochemical requirements for enzymatic cleavage. Bioorganic & medicinal chemistry letters 20070115
Pharmacokinetics of N-2-chloroethylaziridine, a volatile cytotoxic metabolite of cyclophosphamide, in the rat. Cancer chemotherapy and pharmacology 20061001
Characterizing the ovotoxicity of cyclophosphamide metabolites on cultured mouse ovaries. Toxicological sciences : an official journal of the Society of Toxicology 20060401
Population pharmacokinetics of cyclophosphamide and its metabolites 4-hydroxycyclophosphamide, 2-dechloroethylcyclophosphamide, and phosphoramide mustard in a high-dose combination with Thiotepa and Carboplatin. Therapeutic drug monitoring 20051201
Mechanisms of resistance against cyclophosphamide and ifosfamide: can they be overcome without sacrificing selectivity? Cancer treatment and research 20020101
Effect of O6-benzylguanine on nitrogen mustard-induced toxicity, apoptosis, and mutagenicity in Chinese hamster ovary cells. Molecular cancer therapeutics 20011101
A mechanism-based pharmacokinetic model for the cytochrome P450 drug-drug interaction between cyclophosphamide and thioTEPA and the autoinduction of cyclophosphamide. Journal of pharmacokinetics and pharmacodynamics 20010601
Characterization of a human cell clone expressing cytochrome P450 for safe use in human somatic cell therapy. Annals of the New York Academy of Sciences 19990630
Injection of encapsulated cells producing an ifosfamide-activating cytochrome P450 for targeted chemotherapy to pancreatic tumors. Annals of the New York Academy of Sciences 19990630
Intratumoral injection of encapsulated cells producing an oxazaphosphorine activating cytochrome P450 for targeted chemotherapy. Advances in experimental medicine and biology 19980101
De novo expression of transfected human class 1 aldehyde dehydrogenase (ALDH) causes resistance to oxazaphosphorine anti-cancer alkylating agents in hamster V79 cell lines. Elevated class 1 ALDH activity is closely correlated with reduction in DNA interstrand cross-linking and lethality. The Journal of biological chemistry 19960517
Studies on the urotoxicity of oxazaphosphorine cytostatics and its prevention--I. Experimental studies on the urotoxicity of alkylating compounds. European journal of cancer 19810601

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