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158859-42-8

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158859-42-8 Usage

General Description

{1-hydroxy-3-[methyl(3-phenoxypropyl)amino]propane-1,1-diyl}bis(phosphonic acid) is a chemical compound that belongs to the group of bisphosphonates, which are known for their ability to bind to calcium in the bone and prevent its resorption. This particular compound is a derivative of alendronate, which is a commonly used drug for the treatment of osteoporosis. It has been shown to have a high affinity for bone and a strong inhibitory effect on bone resorption, making it an effective treatment for conditions characterized by excessive bone loss. Additionally, it has been investigated for its potential anti-cancer properties, as bisphosphonates have been found to inhibit the growth of certain types of cancer cells. Overall, {1-hydroxy-3-[methyl(3-phenoxypropyl)amino]propane-1,1-diyl}bis(phosphonic acid) shows promise as a therapeutic agent for both bone-related disorders and certain types of cancer.

Check Digit Verification of cas no

The CAS Registry Mumber 158859-42-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,8,8,5 and 9 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 158859-42:
(8*1)+(7*5)+(6*8)+(5*8)+(4*5)+(3*9)+(2*4)+(1*2)=188
188 % 10 = 8
So 158859-42-8 is a valid CAS Registry Number.

158859-42-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name [1-hydroxy-3-[methyl(3-phenoxypropyl)amino]-1-phosphonopropyl]phosphonic acid

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:158859-42-8 SDS

158859-42-8Upstream product

158859-42-8Downstream Products

158859-42-8Relevant articles and documents

A one-pot synthesis of 1-hydroxy-1,1-bis(phosphonic acid)s starting from the corresponding carboxylic acids

Egorov, Maxim,Aoun, Sameh,Padrines, Marc,Redini, Francoise,Heymann, Dominique,Lebreton, Jacques,Mathe-Allainmat, Monique

supporting information; experimental part, p. 7148 - 7154 (2012/01/06)

By starting with various carboxylic acids, a one-pot procedure for the synthesis of the corresponding 1-hydroxy-1,1-bis(phosphonic acid)s is reported. The efficiency of this simple methodology is illustrated by synthesizing well-known marketable amino hydroxy bis(phosphonate)s such as alendronate or N-methyl pamidronate without additional steps for the protection/deprotection of the amine function.

Highly potent geminal bisphosphonates. From pamidronate disodium (Aredia) to zoledronic acid (Zometa)

Widler, Leo,Jaeggi, Knut A.,Glatt, Markus,Müller, Klaus,Bachmann, Rolf,Bisping, Michael,Born, Anne-Ruth,Cortesi, Reto,Guiglia, Gabriela,Jeker, Heidi,Klein, Rémy,Ramseier, Ueli,Schmid, Johann,Schreiber, Gerard,Seltenmeyer, Yves,Green, Jonathan R.

, p. 3721 - 3738 (2007/10/03)

Bisphosphonates (BPs) are pyrophosphate analogues in which the oxygen in P-O-P has been replaced by a carbon, resulting in a metabolically stable P-C-P structure. Pamidronate (1b, Novartis), a second-generation BP, was the starting point for extensive SAR studies. Small changes of the structure of pamidronate lead to marked improvements of the inhibition of osteoclastic resorption potency. Alendronate (1c, MSD), with an extra methylene group in the N-alkyl chain, and olpadronate (1h, Gador), the N,N-dimethyl analogue, are about 10 times more potent than pamidronate. Extending one of the N-methyl groups of olpadronate to a pentyl substituent leads to ibandronate (1k, Roche, Boehringer-Mannheim), which is the most potent close analogue of pamidronate. Even slightly better antiresorptive potency is achieved with derivatives having a phenyl group linked via a short aliphatic tether of three to four atoms to nitrogen, the second substituent being preferentially a methyl group (e.g., 4g, 4j, 5d, or 5r). The most potent BPs are found in the series containing a heteroaromatic moiety (with at least one nitrogen atom), which is linked via a single methylene group to the geminal bisphosphonate unit. Zoledronic acid (6i), the most potent derivative, has an ED50 of 0.07 mg/kg in the TPTX in vivo assay after sc administration. It not only shows by far the highest therapeutic ratio when comparing resorption inhibition with undesired inhibition of bone mineralization but also exhibits superior renal tolerability. Zoledronic acid (6i) has thus been selected for clinical development under the registered trade name Zometa. The results of the clinical trials indicate that low doses are both efficacious and safe for the treatment of tumor-induced hypercalcemia, Paget's disease of bone, osteolytic metastases, and postmenopausal osteoporosis.

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