Palifosfamide

Product Name: Palifosfamide
CAS No.: 31645-39-3
Chemical Name: Palifosfamide
Synonyms: Ipam;ZIO-201;Nsc 297900;palifosfamide;ZIO-201, >98%;Ifosforamide mustard;Isophosphamide mustard;Palifosfamide (ZIO-201);Abbreviation: IPM-lysine;isophosphoramide mustard-lysine
CBNumber: CB11011411
Molecular Formula: C4H11Cl2N2O2P
Formula Weight: 221.02
MOL File: 31645-39-3.mol

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Palifosfamide Property

Melting point:: 106-107 ºC
Boiling point:: 341.5±52.0 °C(Predicted)
Density: 1.411
storage temp.: Store at -20°C, protect from light, stored under nitrogen
solubility: ≥22.1 mg/mL in DMSO; insoluble in EtOH; ≥19.4 mg/mL in H2O with gentle warming and ultrasonic
form: Powder
pka: 0.79±0.50(Predicted)
color: White to off-white
InChI: InChI=1S/C4H11Cl2N2O2P/c5-1-3-7-11(9,10)8-4-2-6/h1-4H2,(H3,7,8,9,10)
InChIKey: BKCJZNIZRWYHBN-UHFFFAOYSA-N
SMILES: P(NCCCl)(NCCCl)(O)=O
CAS DataBase Reference: 31645-39-3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 29887
Product name: Palifosfamide
Packaging: 25mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 29887
Product name: Palifosfamide
Packaging: 50mg
Price: $112
Updated: 2024/03/01

Cayman Chemical

Product number: 29887
Product name: Palifosfamide
Packaging: 10mg
Price: $33
Updated: 2024/03/01

Cayman Chemical

Product number: 29887
Product name: Palifosfamide
Packaging: 100mg
Price: $176
Updated: 2024/03/01

Usbiological

Product number: I0797-82
Product name: IPAM
Packaging: 100mg
Price: $276
Updated: 2021/12/16

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Palifosfamide Chemical Properties,Usage,Production

Description

Palifosfamide is an active metabolite of the DNA alkylating agent ifosfamide. It is formed through hydroxylation of ifosfamide by various hepatic cytochrome P450 (CYP) isoforms. It is cytotoxic to L1210 and CCRF-CEM cancer cells when used at a concentration of 100 μM. Palifosfamide (100 mg/kg per day) reduces tumor growth in murine Lewis lung carcinoma and L1210 leukemia models, as well as a rat Yoshida ascitic sarcoma model.

Definition

ChEBI: Palifosfamide, also known as Isophosphamide mustard, is a type of phosphorodiamide. It is a proprietary stabilized metabolite of ifosfamide. Ifosfamide has been shown to be effective in high doses in treating testicular cancer, sarcoma and lymphoma.

in vitro

Palifosfamide lysine (ZIO-201) is a stable form of palifosfamide. It has broad activity in sarcoma lines in vitro. The IC50 ranges from 2.25 ro 6.75 μM for most cell lines except OS222 (IC50=31.5 μM).

in vivo

Tumor growth inhibition is seen in both OS31 and OS33 xenografts and the RMS xenograft resulting in a significant difference in event-free survival between the control and the treated groups. Differential gene expression of ALDH3A1 but not ALDH1A1 is noted in the OS31 xenograft. Stabilized palifosfamide administered to mice suppresses MX-1 tumor growth by greater than 80% with 17% complete antitumor responses. Oral bioavailability in rats is 48-73% of parenteral administration, and antitumor activity in mice is equivalent by both routes. Treatment with palifosfamide-tris combined with docetaxelor doxorubicin at optimal regimens results in complete tumor regression in 62-75% of mice.

Mode of action

Palifosfamide works by irreversibly alkylating and cross-linking DNA through GC base pairs, leading to 7-atom inter-strand cross-links that cannot be repaired. Its cytotoxic effect primarily stems from its ability to cross-link strands of DNA and RNA, inhibit protein synthesis, and block DNA replication, ultimately causing cell death. Unlike ifosfamide, this agent is not metabolized to acrolein or chloroacetaldehyde, metabolites associated with bladder and CNS toxicities.

References

https://go.drugbank.com/drugs/DB05668
https://sarcomahelp.org/articles/palifosfamide.html
https://pubchem.ncbi.nlm.nih.gov/compound/Palifosfamide

Palifosfamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Palifosfamide Suppliers

Canada 1 China 66 United Kingdom 3 United States 15 Global 85

MedChemexpress LLC

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View Lastest Price from Palifosfamide manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Palifosfamide 31645-39-3
Price: US $1.00/Kg
Min. Order: 1Kg
Purity: 98%
Supply Ability: 20T
Release date: 2024-07-21

R&D Scientific Inc.

Product: Palifosfamide 31645-39-3
Price: US $4500.00/g
Min. Order: 1g
Purity: 97
Supply Ability: 500 Kg
Release date: 2024-05-08

Career Henan Chemical Co

Product: Palifosfamide 31645-39-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-12-25

31645-39-3, PalifosfamideRelated Search:

CLODRONIC ACID Glycine DIETHYLALUMINUM CHLORIDE Phenethyl chloride Ethyl 2-(Chlorosulfonyl)acetate Folic acid Amino tris(methylene phosphonic acid) Indibulin Ifosfamide phosphoric acid Palifosfamide

Ifosforamide mustard

Ipam

N,N'-Di-(2-chloroethyl)phosphorodiamidic acid

N,N'-BIS(2-CHLOROETHYL)PHOSPHORODIAMIDATE

Isophosphamide mustard

palifosfamide

N,N'-Bis(2-chloroethyl)phosphorodiamidic acid

ZIO-201, >98%

Abbreviation: IPM-lysine

isophosphoramide mustard-lysine

ISOPHOSPHORAMIDE MUSTARD-LYSINE;ABBREVIATION: IPM-LYSINE;ZIO-201.

N1,N2-Bis(2-chloroethyl)phosphoric acid diamide

Nsc 297900

ZIO-201

Palifosfamide (ZIO-201)

ZIO 201,inhibit,Palifosfamide,ZIO201,DNA Alkylator/Crosslinker,Inhibitor,Drug Metabolite,IPM

31645-39-3

C4H11Cl2N2O2P