Clinical Effects
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Oritavancin Diphosphate

Clinical Effects
Product Name
Oritavancin Diphosphate
CAS No.
192564-14-0
Chemical Name
Oritavancin Diphosphate
Synonyms
OC/ QTH05;LY 333328 diphosphate;Oritavancin (phosphate);Oritavancin Diphosphate;LY 333328;ORITAVANCIN (PHOSPHATE);Oritavancin diphosphate (LY333328);oritavancin,LY333328 diphosphate salt;(4''R)-22-o-(3-Amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-vancomycin phosphate (1:2);(4''R)-22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-Vancomycin phosphate (1:2);Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-, (4''R)-, phosphate (1:2)
CBNumber
CB52611438
Molecular Formula
C86H103Cl3N10O34P2
Formula Weight
1989.091142
MOL File
192564-14-0.mol
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Oritavancin Diphosphate Property

Melting point:
>229°C (dec.)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
powder
color 
white to beige
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

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

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1586
Product name
Oritavancin diphosphate
Purity
≥97% (HPLC)
Packaging
5mg
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1586
Product name
Oritavancin diphosphate
Purity
≥97% (HPLC)
Packaging
25mg
Price
$435
Updated
2024/03/01
Cayman Chemical
Product number
24091
Product name
Oritavancin (phosphate)
Purity
≥98%
Packaging
5mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
24091
Product name
Oritavancin (phosphate)
Purity
≥98%
Packaging
10mg
Price
$184
Updated
2024/03/01
Cayman Chemical
Product number
24091
Product name
Oritavancin (phosphate)
Purity
≥98%
Packaging
25mg
Price
$385
Updated
2024/03/01
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Oritavancin Diphosphate Chemical Properties,Usage,Production

Clinical Effects

Oritavancin diphosphate will most probably be prescribed as a once-daily dose and it demonstrates concentration-dependent bactericidal activity. Various clinical studies of oritavancin diphosphate have shown good performance. Oritavancin diphosphate has demonstrated preliminary safety and efficacy in Phase I and II clinical trials. In a Phase III clinical trial, oritavancin diphosphate has achieved the primary efficacy end point in the treatment of complicated Gram-positive skin and skin-structure infections. To date, adverse events have been mild and limited; the most common being administration site complaints, headache, rhinitis, dry skin, pain, increases in liver transaminases and accumulation of free cholesterol and phospholipids in phagocytic (macrophages) and nonphagocytic (fibroblast) cells.

Description

Oritavancin diphosphate is a glycopeptide analog related to the vancomycin class of antibiotics that inhibits the transpeptidase and transglycosylation steps of bacterial peptidoglycan cell-wall synthesis. The compound was discovered and initially developed by Eli Lilly and Co. The development of the compound was sold to Intermune and then to Targanta which was acquired by The Medicines Company who achieved approval of the drug by the US FDA for the treatment of acute bacterial skin and skin-structure infections caused by gram-positive bacteria. It is also approved for the treatment of methicillin-resistant Staphylococcus aureus (MRSA) infections.

Uses

Oritavancin phosphate can be used in biological study of synthesis, properties, and mechanism of action of new generation of polycyclic glycopeptide antibiotics.

Uses

Antibacterial (peptidoglycan synthesis inhibitor).

Definition

ChEBI: A phosphate salt obtained by combining oritavancin with two molar equivalents of phosphoric acid. Used for the treatment of acute bacterial skin and skin structure infections caused or suspected to be caused by susceptible isolates of designated Gram-posit ve microorganisms.

Biochem/physiol Actions

Oritavancin is a lipoglycopeptide vancomycin analog with broad spectrum activity against gram-positive pathogens, including methicillin-resistant Staphylococcus aureus (MRSA) and organisms resistant to vancomycin and other antibiotics such as linezolid and daptomycin. Oritavancin has multiple mechanisms of action, including inhibition of transglycosylation, inhibition of transpeptidation, and cell membrane interaction/disruption. Oritavancin also has a long half-life, allowing for a single intravenous dose of rather than the standard vacomycin treatment of twice-daily infusions for ten days.

Synthesis

Commercial eremomycin (217) was treated with 40-chlorobiphenylcarboxaldehyde (218) followed by sodium cyanoborohydride in refluxing methanol to give oritavancin. Interestingly, there are three amino groups within eremomycin that can undergo reductive alkylation, and this chemistry preferentially occurs at the disaccharide amino group. The reaction is reported to occur in 69% crude yield and giving 16¨C18% yield of oritavancin after high performance liquid chromatography (HPLC) purification. No experimental details were found describing the preparation of the diphosphate salt, but presumably this occurs through treatment with phosphoric acid and crystallization to give oritavancin diphosphate (XXVI).

Oritavancin Diphosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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Oritavancin Diphosphate Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
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View Lastest Price from Oritavancin Diphosphate manufacturers

Wuhan Demeikai Biotechnology Co., Ltd
Product
Oritavancin diphosphate 192564-14-0
Price
US $10.00/g/Bag
Min. Order
10g
Purity
99
Supply Ability
100KG
Release date
2021-11-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
oritavancin bisphosphate 192564-14-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Career Henan Chemical Co
Product
Oritavancin Diphosphate 192564-14-0
Price
US $1.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
20 tons
Release date
2020-01-09

192564-14-0, Oritavancin DiphosphateRelated Search:


  • Oritavancin Diphosphate
  • LY 333328 diphosphate
  • Oritavancin (phosphate)
  • oritavancin,LY333328 diphosphate salt
  • LY 333328;ORITAVANCIN (PHOSPHATE)
  • OC/ QTH05
  • Oritavancin diphosphate (LY333328)
  • Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-, (4''R)-, phosphate (1:2)
  • (4''R)-22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-Vancomycin phosphate (1:2)
  • (4''R)-22-o-(3-Amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-vancomycin phosphate (1:2)
  • 192564-14-0
  • C86H97Cl3N10O262H3PO4
  • C86H103Cl3N10O34P2
  • Inhibitors