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Safety Information

SMB00606

Sigma-Aldrich

Dirithromycin

≥96%

Synonym(s):

[9S(R)]-9-Deoxo-11-deoxy-9,11-[imino[2-(2-methoxy)ethylidene]oxy]erthromycin; LY-237216

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About This Item

Empirical Formula (Hill Notation):
C42H78N2O14
CAS Number:
62013-04-1
Molecular Weight:
835.07
MDL number:
MFCD00865041
UNSPSC Code:
41116107
PubChem Substance ID:
329825077

Quality Level

200

Assay

≥96%

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C4N[C@@H](COCCOC)OC([C@H]4C)[C@]1(C)O

InChI

1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41+,42-/m1/s1

InChI key

WLOHNSSYAXHWNR-KZYCBHIHSA-N

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Biochem/physiol Actions

Dirithromycin is a macrolide antibiotic. It is a prodrug of erythromycylamine that has outstanding activity against Campylobacter. Dirithromycin is a group 3 agent with respect to its interaction with cytochrome P450 (CYP) isoform 3A4, as it interferes poorly with CYP3A4 in vitro and generally does not alter drug metabolism in vivo.

Packaging

1G

Preparation Note

When dissolving dirithromycin in organic solvents, first purge the solvent with inert gas.

To prepare in aqueous buffer, dirithromycin should first be dissolved in ethanol and then diluted with aqueous buffer. The solution is stable for one day.

Dirithromycin is soluble in ethanol at approximately 20 mg/mL, DMF at approximately 10 mg/mL, and DMSO at approximately 15 mg/mL.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Comparative in vitro activities of new 14-, 15-, and 16-membered macrolides.
Hardy DJ, Hensey DM, Beyer JM, Vojtko C, McDonald EJ, Fernandes PB.
Antimicrobial Agents and Chemotherapy, 32(11), 1710-1719 (1988)
Macrolide - induced clinically relevant drug interactions with cytochrome P-450A (CYP) 3A4: an update focused on clarithromycin, azithromycin and dirithromycin.
Westphal JF
British Journal of Clinical Pharmacology, 50(4), 285-295 (2000)

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