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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

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Sequoia Research Products Ltd.
Tel
--
Fax
--
Email
sales@seqchem.com
Country
United Kingdom
ProdList
3113
Advantage
69
CMS Chemicals Limited
Tel
--
Fax
--
Email
cms.marketing@cms-chemicals.com
Country
United Kingdom
ProdList
3708
Advantage
60
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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:


  • 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