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Dirithromycin chemical structure, C42H78N2O14, CAS 62013-04-1
2D chemical structure

Key facts

What buyers check first

CAS number
62013-04-1
Formula
C42H78N2O14
Molar mass
835.09 g/mol
EC number
624-080-7
HS code
294150
Category
Antibiotics and anti-infectives

What is Dirithromycin?

Plain description, key identifiers and synonyms

Dirithromycin is the hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde. As the oxazine ring containing the hemi-aminal group is unstable under both acidic and alkaline conditions, dirithromycin functions as a more lipid-soluble prodrug for (9S)-erythromycyclamine. Administered as enteric coated tablets to protect it from acid catalysed hydrolysis in the stomach, it is used to treat respiratory tract, skin, and soft tissue infections caused by susceptible organisms. It has a role as a prodrug.

Dirithromycin is a pharmaceutical drug.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one
CAS number
62013-04-1 CAS number cross-checked
EC number
624-080-7
Molecular formula
C42H78N2O14
UNII
1801D76STL
MDL number
MFCD00865041
InChIKey
WLOHNSSYAXHWNR-DWIOZXRMSA-N
InChI
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
Canonical SMILES
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
Isomeric SMILES
CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O

Synonyms

  • Dirithromycine
  • Dynabac
  • Diritromicina
  • Dirithromycinum
  • LY 237216
  • (9S)-9-Deoxo-11-deoxy-9,11-(imino((1R)-2-(2-methoxyethoxy)ethylidene)oxy)erythromycin
  • Erythromycin, 9-deoxo-11-deoxy-9,11-(imino(2-(2-methoxyethoxy)ethylidene)oxy)-, (9S(R))-
  • (9S)-9-Deoxo-11-deoxy-9,11-[imino[(1R)-2-(2-methoxyethoxy)ethylidene]oxy]erythromycin
  • Erythromycin, 9-deoxo-11-deoxy-9,11-(imino(2-(2-methoxyethoxy)ethylidene)oxy)-,(9S(R))-
  • AS-E 136
  • Dirithromycin-13C-d3
  • Divitross
  • Noriclan
  • Valodin
  • Dynabac (TN)
  • Dirithromycin (USP/INN)
  • DivK1c_006964
  • 62013-04-1(non-labelled)

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
835.09 g/molcalc.
Exact mass
834.5453 Dacalc.
LogP (octanol/water)
2.2calc.
Topological polar surface area
196.3 Ųcalc.
Hydrogen bond donors
5calc.
Hydrogen bond acceptors
16calc.
Rotatable bonds
12calc.
Heavy atoms
58calc.
Rings
4calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.98calc.
Formal charge
0calc.
Stereocentres
20calc.
Lipinski rule of five
Fails (2 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1CC(OC2CCCCO2)CC(OC2CCCCO2)CCCC2CC(CCO1)OCN2

O=C1CC(OC2CCCCO2)CC(OC2CCCCO2)CCCC2CC(CCO1)OCN2

4 rings, 32 atoms.

2 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H317May cause an allergic skin reaction.
Precautionary statements (8)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Dirithromycin suppliers

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Dirithromycin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Anti-Bacterial Agents

Roles

  • pharmaceutical
  • pro-agent
  • prodrug

Pharmacology

Dirithromycin is a semi-synthetic macrolide antibiotic pro-drug. Dirithromycin is converted by hydrolysis during intestinal absorption into the microbiologically active erythromycylamine. Eryhtromylamine binds to the 50 S subunit of the 70 S ribosome of susceptible organisms, thereby inhibiting bacterial RNA-dependent protein synthesis. This antibiotic is used in the treatment of infections of the respiratory tract, skin and soft tissue caused by gram-positive microorganisms, including S. aureus, S. pneumonia and pyogenes, gram-negative microorganisms, including H. influenzae, L. pneumophila, M. catarrhalis, and M. pneumoniae.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Dirithromycin is traded under.

HS 2941.50Indicative HS code

Erythromycin and its derivatives, salts thereof

World exports in 2024
$379M
−31.1% vs 2023, imports $408M
2019 to 2024
Top exporters
  1. China79.0%
  2. India * partner reported10.6%
  3. Malaysia1.7%
Top importers
  1. India * partner reported27.3%
  2. Japan9.9%
  3. Croatia6.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Dirithromycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Dirithromycin, based on the data on this page

What is Dirithromycin?

Dirithromycin is the hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde.

What is the CAS number of Dirithromycin?

The CAS registry number of Dirithromycin is 62013-04-1.

What is the molecular formula and weight of Dirithromycin?

The molecular formula of Dirithromycin is C42H78N2O14 and its molar mass is 835.09 g/mol.

What is Dirithromycin used for?

Known uses and roles of Dirithromycin include antibacterials and antibiotics in pharmaceuticals, pharmaceutical, pro-agent, prodrug and anti-bacterial agents.

Is Dirithromycin hazardous?

Dirithromycin carries the GHS signal word "Warning". Main hazards: may cause an allergic skin reaction. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Dirithromycin?

Dirithromycin is usually classified under HS code 294150 (Erythromycin and its derivatives, salts thereof). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Dirithromycin?

CompoundList lists 12 suppliers of Dirithromycin in China, United States, Austria, Australia and 2 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Dirithromycin in India?

1 supplier in India list Dirithromycin on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Dirithromycin?

Suppliers quote Dirithromycin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Dirithromycin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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