Description Mechanism of action
ChemicalBook > CAS DataBase List > 42-(Dimethylphosphinate)rapamycin

42-(Dimethylphosphinate)rapamycin

Description Mechanism of action
Product Name
42-(Dimethylphosphinate)rapamycin
CAS No.
572924-54-0
Chemical Name
42-(Dimethylphosphinate)rapamycin
Synonyms
Ridaforolimus;Deforolimus;DeforoliMus API;Ridaforolimus, >RidaforoliMus, >80%;DeforoliMus(MK-8669);Deforolimus (AP23573);deforolimus 572924-54-0;Ridaforolimus (MK-8669);Deforolimus (AP23573)42-
CBNumber
CB72462148
Molecular Formula
C53H84NO14P
Formula Weight
990.21
MOL File
572924-54-0.mol
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42-(Dimethylphosphinate)rapamycin Property

Melting point:
95-98°C
Boiling point:
996.2±75.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
10.40±0.70(Predicted)
color 
Off-White to Pale Yellow
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

H400Very toxic to aquatic life

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P314Get medical advice/attention if you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10543
Product name
MK-8669
Purity
≥95%
Packaging
1mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
10543
Product name
MK-8669
Purity
≥95%
Packaging
5mg
Price
$183
Updated
2024/03/01
Cayman Chemical
Product number
10543
Product name
MK-8669
Purity
≥95%
Packaging
10mg
Price
$263
Updated
2024/03/01
Usbiological
Product number
R2031-62Y
Product name
Ridaforolimus
Packaging
5mg
Price
$197
Updated
2021/12/16
TRC
Product number
R495850
Product name
Ridaforolimus,>80%
Packaging
2.5mg
Price
$65
Updated
2021/12/16
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42-(Dimethylphosphinate)rapamycin Chemical Properties,Usage,Production

Description

Ridaforolimus (Deforolimus, MK-8669, AP23573) is a selective mTOR inhibitor with IC50 of 0.2 nM in HT-1080 cell line; while not classified as a prodrug, mTOR inhibition and FKBP12 binding is similar to rapamycin. Phase 3.

Mechanism of action

Ridaforolimus (also known as AP23573 and MK-8669; formerly known as deforolimus) is an investigational targeted and small-molecule inhibitor of the protein mTOR, a protein that acts as a central regulator of protein synthesis, cell proliferation, cell cycle progression and cell survival, integrating signals from proteins, such as PI3K, AKT and PTEN known to be important to malignancy. Blocking mTOR creates a starvation-like effect in cancer cells by interfering with cell growth, division, metabolism, and angiogenesis.

Description

MK-8669 is a rapamycin analog that selectively inhibits mTOR (IC50 = 0.2 nM). Like rapamycin, MK-8669 binds FKBP12 to form a complex that associates with the FKBP-rapamycin binding domain on mTOR and allosterically inhibits mTORC1 kinase activity. MK-8669 is more water soluble than rapamycin and is amenable to oral or intravenous administration. Formulations containing rapalogs, including MK-8669, have promise against a subset of cancers, including advanced kidney cancer. MK-8669 is also being examined for effectiveness against cancers when used in combination with other chemotherapeutic compounds.

Chemical Properties

Off-White Solid

Uses

Ridaforolimus is a semisynthetic macrocyclic lactone prepared from rapamycin by selective alkylation of the 42-hydroxy group with a dimethylphosphinate moiety. Like all tacrolimus analogues, ridaforolimus binds to receptor protein, FKBP12. The complex then binds to mTOR preventing its interaction with target proteins. Ridaforolimus is extensively cited in the literature with over 70 citations.

Uses

An immunosupressant and is currently being investigated for use in cancer treatments. Ridaforolimus may act as a regulator of protein synthesis, cell proliferation, cell cycle progression and cell survival. Ridaforolimus, was formerly known as Deforolimus. Potent mTORC1 inhibitor.

Definition

ChEBI: A semisynthetic derivative that is sirolimus in which hydroxy group attached to the cyclohexyl moiety has been converted to the corresponding dimethylphosphinate.

in vivo

mice bearing mcf7 (breast), pc-3 (prostate), a549 (lung), hct-116 (colon) or panc-1 (pancreas) xenografts have revealed the antitumor efficacy of ridaforolimus [1].

References

[1] rivera vm1, squillace rm, miller d, berk l, wardwell sd, ning y, pollock r, narasimhan ni, iuliucci jd, wang f, clackson t.ridaforolimus (ap23573; mk-8669), a potent mtor inhibitor, has broad antitumor activity and can be optimally administered using intermittent dosing regimens. mol cancer ther. 2011 jun;10(6):1059-71.

42-(Dimethylphosphinate)rapamycin Preparation Products And Raw materials

Raw materials

Preparation Products

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42-(Dimethylphosphinate)rapamycin Suppliers

Shanghai Boyle Chemical Co., Ltd.
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China
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J & K SCIENTIFIC LTD.
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View Lastest Price from 42-(Dimethylphosphinate)rapamycin manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Ridaforolimus 572924-54-0
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-09-11
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
deforolimus 572924-54-0 572924-54-0
Price
US $50.00/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-17
Career Henan Chemical Co
Product
Ridaforolimus 572924-54-0
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
JD 427
Release date
2019-09-01

572924-54-0, 42-(Dimethylphosphinate)rapamycinRelated Search:


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  • (1R,2R,4S)-4-((R)-2-((3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-Dihydroxy-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-1,5,11,28,29-pentaoxo-1,4,5,6,9,10,11,12,13,14,21,22,23,24,25,26,27,28,29,31,32,33,34,34a-tetracosahydro-3H-23,27-epoxypyrido[2,1-c][1]oxa[4]azacyclohentriacontin-3-yl)propyl)-2-methoxycyclohexyl dimethylphosphinate
  • 572924-54-0
  • C53H84NO14P
  • Akt
  • mTOR
  • PI3K
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API