Dirithromycin
Also known as Dirithromycine, Dynabac, Diritromicina
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.Computed value |
|---|---|
| Exact mass | 834.5453 Dacalc.Computed value |
| LogP (octanol/water) | 2.2calc.Computed value |
| Topological polar surface area | 196.3 Ųcalc.Computed value |
| Hydrogen bond donors | 5calc.Computed value |
| Hydrogen bond acceptors | 16calc.Computed value |
| Rotatable bonds | 12calc.Computed value |
| Heavy atoms | 58calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.98calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 20calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CC(OC2CCCCO2)CC(OC2CCCCO2)CCCC2CC(CCO1)OCN2
4 rings, 32 atoms.
2 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
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 aidDirithromycin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, Changsha ManufacturerUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- China, Changsha ManufacturerUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- Austria ManufacturerUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- GermanyUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
- Australia, SmithfieldUnclaimed profileDirithromycinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
12 suppliers in 6 countries
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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
Industries and functions
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.
Erythromycin and its derivatives, salts thereof
* Partner reported figures, a lower bound.
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?
What is the CAS number of Dirithromycin?
What is the molecular formula and weight of Dirithromycin?
What is Dirithromycin used for?
Is Dirithromycin hazardous?
What is the HS code of Dirithromycin?
Where can I buy Dirithromycin?
Where can I buy Dirithromycin in India?
What is the price of Dirithromycin?
Guides for buyers
Practical guides that help when you source, ship or handle Dirithromycin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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