CAS 62013-04-1|Dirithromycin

Introduction：Basic information about CAS 62013-04-1|Dirithromycin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Dirithromycin BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles33
7. Synonyms

Common Name	Dirithromycin
CAS Number	62013-04-1	Molecular Weight	835.074
Density	1.2±0.1 g/cm3	Boiling Point	871.8±65.0 °C at 760 mmHg
Molecular Formula	C₄₂H₇₈N₂O₁₄	Melting Point	185 - 189ºC
MSDS	ChineseUSA	Flash Point	481.0±34.3 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	dirithromycin
Synonym	More Synonyms

Dirithromycin BiologicalActivity

Description	Dirithromycin(LY 237216) is a macrolide glycopeptide antibiotic by binding to the 50S subunit of the 70S bacterial ribosome to inhibit the translocation of peptides.Target: AntibacterialDirithromycin is a new macrolide with a spectrum and degree of in vitro antimicrobial activity similar to that of erythromycin. Compared with erythromycin, dirithromycin has a long elimination half-life enabling once-daily administration, and it also achieves a greater cellular:extracellular concentration ratio and higher concentration in some tissues. Multicentre double-blind clinical trials have shown dirithromycin to be similar in efficacy to erythromycin in the treatment of uncomplicated bacterial infections of the respiratory tract and of skin and soft tissues [1]. Dirithromycin offers some attractive pharmacokinetic properties. The long elimination half-life of dirithromycin allows once-daily dosing and higher and more prolonged tissue concentrations than are achievable with erythromycin. The spectrum of activity, adverse effect profile, clinical efficacy, and bacteriologic eradication rate of dirithromycin may be similar to those of erythromycin [2, 3].
Related Catalog	Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
References	[1]. Brogden, R.N. and D.H. Peters, Dirithromycin. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic efficacy. Drugs, 1994. 48(4): p. 599-616. [2]. Wintermeyer, S.M., S.M. Abdel-Rahman, and M.C. Nahata, Dirithromycin: a new macrolide. Ann Pharmacother, 1996. 30(10): p. 1141-9. [3]. Sides, G.D., et al., Pharmacokinetics of dirithromycin. J Antimicrob Chemother, 1993. 31 Suppl C: p. 65-75.

Description

Dirithromycin(LY 237216) is a macrolide glycopeptide antibiotic by binding to the 50S subunit of the 70S bacterial ribosome to inhibit the translocation of peptides.Target: AntibacterialDirithromycin is a new macrolide with a spectrum and degree of in vitro antimicrobial activity similar to that of erythromycin. Compared with erythromycin, dirithromycin has a long elimination half-life enabling once-daily administration, and it also achieves a greater cellular:extracellular concentration ratio and higher concentration in some tissues. Multicentre double-blind clinical trials have shown dirithromycin to be similar in efficacy to erythromycin in the treatment of uncomplicated bacterial infections of the respiratory tract and of skin and soft tissues [1]. Dirithromycin offers some attractive pharmacokinetic properties. The long elimination half-life of dirithromycin allows once-daily dosing and higher and more prolonged tissue concentrations than are achievable with erythromycin. The spectrum of activity, adverse effect profile, clinical efficacy, and bacteriologic eradication rate of dirithromycin may be similar to those of erythromycin [2, 3].

Related Catalog

Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection

References

[1]. Brogden, R.N. and D.H. Peters, Dirithromycin. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic efficacy. Drugs, 1994. 48(4): p. 599-616.

[2]. Wintermeyer, S.M., S.M. Abdel-Rahman, and M.C. Nahata, Dirithromycin: a new macrolide. Ann Pharmacother, 1996. 30(10): p. 1141-9.

[3]. Sides, G.D., et al., Pharmacokinetics of dirithromycin. J Antimicrob Chemother, 1993. 31 Suppl C: p. 65-75.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	871.8±65.0 °C at 760 mmHg
Melting Point	185 - 189ºC
Molecular Formula	C₄₂H₇₈N₂O₁₄
Molecular Weight	835.074
Flash Point	481.0±34.3 °C
Exact Mass	834.545288
PSA	196.33000
LogP	2.84
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.533
InChIKey	ONSFRSSCKMXJCT-FKDJIJHVSA-N
SMILES	CC.CCC1OC(=O)C(C)C(OC2CC(C)(OC)C(O)C(C)O2)C(C)C(OC2OC(C)CC(N(C)C)C2O)C(C)(O)CC(C)C2NC(COCCOC)OC(C2C)C1(C)O
Storage condition	-20°C

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H317
Precautionary Statements	P280
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes	Xn:Harmful
Risk Phrases	R42/43
Safety Phrases	S36
RIDADR	NONH for all modes of transport
WGK Germany	3
HS Code	29419000

Customs

HS Code	29419000

Articles33

The new macrolide antibiotics: azithromycin, clarithromycin, dirithromycin, and roxithromycin.

Ann. Pharmacother. 26(1) , 46-55, (1992)

To review the chemistry, antimicrobial spectrum, pharmacokinetics, clinical trials, adverse effects, and drug interactions of four new macrolide antibiotics: azithromycin, clarithromycin, dirithromyci...

Pharmacokinetics of dirithromycin.

J. Antimicrob. Chemother. 31 Suppl C , 65-75, (1993)

Dirithromycin is a new member of the macrolide class of antibiotics and has been developed for oral administration. Dirithromycin is a 14-membered lactone ring macrolide and is the C9-oxazine derivati...

Modulation of human polymorphonuclear neutrophil function by macrolides: preliminary data concerning dirithromycin.

J. Antimicrob. Chemother. 31 Suppl C , 51-64, (1993)

Polymorphonuclear neutrophils (PMN) play a prominent role in the host response to infectious diseases. One major bactericidal mechanism used by these cells is the production of reactive oxygen species...

Synonyms

(2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-3-Ethyl-2,10-dihydroxy-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-5-oxo-9-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-4,16-dio xa-14-azabicyclo[11.3.1]heptadec-7-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside

Noriclan

Dynabac

Dirythromycin

4,16-Dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

MFCD00865041

ASE 136

4,16-Dioxa-14-azabicyclo[11.3.1]heptadecan-5-one, 7-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-3-ethyl-2,10-dihydroxy-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-9- [[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-

Dirithomycin

Valodin

Dirithromycin

Antibiotic AS-E 136

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