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Palifosfamide

CAS No.
31645-39-3
Chemical Name:
Palifosfamide
Synonyms
Ipam;ZIO-201;Nsc 297900;ZIO-201, >98%;palifosfamide;Ifosforamide mustard;Isophosphamide mustard;Palifosfamide (ZIO-201);Abbreviation: IPM-lysine;isophosphoramide mustard-lysine
CBNumber:
CB11011411
Molecular Formula:
C4H11Cl2N2O2P
Molecular Weight:
221.02
MDL Number:
MFCD01705455
MOL File:
31645-39-3.mol
MSDS File:
SDS
Last updated:2024-05-08 14:48:35

Palifosfamide Properties

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)
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
FDA UNII 6A4U6NN813
NCI Drug Dictionary palifosfamide

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Palifosfamide price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 29887 Palifosfamide 31645-39-3 25mg $73 2024-03-01 Buy
Cayman Chemical 29887 Palifosfamide 31645-39-3 50mg $112 2024-03-01 Buy
Cayman Chemical 29887 Palifosfamide 31645-39-3 10mg $33 2024-03-01 Buy
Cayman Chemical 29887 Palifosfamide 31645-39-3 100mg $176 2024-03-01 Buy
Usbiological I0797-82 IPAM 31645-39-3 100mg $276 2021-12-16 Buy
Product number Packaging Price Buy
29887 25mg $73 Buy
29887 50mg $112 Buy
29887 10mg $33 Buy
29887 100mg $176 Buy
I0797-82 100mg $276 Buy

Palifosfamide Chemical Properties,Uses,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

Global( 83)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8474 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24738 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
ShenZhen Trendseen Biological Technology Co.,Ltd.
13417589054 trendseenbio@gmail.com China 11681 58

View Lastest Price from Palifosfamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Palifosfamide pictures 2024-05-08 Palifosfamide
31645-39-3
US $4500.00 / g 1g 97 500 Kg R&D Scientific Inc.
Palifosfamide pictures 2019-07-06 Palifosfamide
31645-39-3
US $1.00 / KG 1KG 98% 100KG Career Henan Chemical Co

Palifosfamide Spectrum

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 N1,N2-Bis(2-chloroethyl)phosphoric acid diamide Nsc 297900 ZIO-201 ZIO-201, >98% Abbreviation: IPM-lysine isophosphoramide mustard-lysine ISOPHOSPHORAMIDE MUSTARD-LYSINE;ABBREVIATION: IPM-LYSINE;ZIO-201. Palifosfamide (ZIO-201) ZIO 201,inhibit,Palifosfamide,ZIO201,DNA Alkylator/Crosslinker,Inhibitor,Drug Metabolite,IPM 31645-39-3 C4H11Cl2N2O2P