 Home > Encyclopedia > Dirithromycin

Dirithromycin

Dirithromycin structure

CAS No:
62013-04-1
Formula:
C42H78N2O14
Chemical Name:
Dirithromycin
Synonyms:
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]-,(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-;Erythromycin,9-deoxo-11-deoxy-9,11-[imino[2-(2-methoxyethoxy)ethylidene]oxy]-,[9S(R)]-;4,16-Dioxa-14-azabicyclo[11.3.1]heptadecane,erythromycin deriv.;(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-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]-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one;Antibiotic AS-E 136;Dirithromycin;LY 237216;ASE 136;Dirythromycin;KT 237216;Dynabac;Valodin;Noriclan;Nortron;77045-98-8
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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

Dirithromycin Basic Attributes

Molecular Weight：

835.07

Exact Mass：

835.07

EC Number：

1308068-626-2

DSSTox ID：

DTXSID7048956

ATC Code：

J - Antiinfectives for systemic use

HScode：

29419000

Characteristics

PSA：

196

XLogP3：

1.6

Appearance：

white to off-white solid

Density：

1.2±0.1 g/cm3

Melting Point：

186-189 °C (decomp)

Boiling Point：

871.8°C at 760 mmHg

Flash Point：

481.0±34.3 °C

Refractive Index：

1.533

Water Solubility：

Poor

Storage Conditions：

2-8°C

Toxicity：

LD50 in mice (g/kg): >1 s.c.; >1 orally (Maier)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

42/43-36/37/38

safety instructions：

36-26

Marks：

Xn,Xi

Precautionary statement(s)：

P280

Hazard Statements：

H317

GHS Classification：

|Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

(9S)-9-deoxo-11-deoxy-9,11-(imino((1R)-2-(2-methoxyethoxy)ethylidene)oxy)erythromycin

Dirithromycin Use and Manufacturing

Methods of Manufacturing

The following compounds and 2-(2-methoxyethoxy)acetaldehyde, stirred in ethanol at room temperature for 24h; or with 2-(2-methoxyethoxy)acetaldehyde methylal or acetal Aldehyde, in dioxane-water, in the presence of Dowex 50W, stirring at room temperature for 6h, can obtain erythromycin.

Uses

Semi-synthetic derivative of Erythromycin. Antibacterial

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:835.1
XLogP3:4.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:16
Rotatable Bond Count:12
Exact Mass:834.54530517
Monoisotopic Mass:834.54530517
Topological Polar Surface Area:196
Heavy Atom Count:58
Complexity:1300
Undefined Atom Stereocenter Count:20
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Dimethoxymethane

Drug Function and Efficacy

Macrolide antibiotics inhibit bacterial protein synthesis by binding to the 50S ribosomal subunit of sensitive microorganisms. It is active against aerobic Gram-positive microorganisms (such as Staphylococcus aureus, Streptococcus pneumoniae, Streptococcus pyogenes), aerobic Gram-negative microorganisms (such as Haemophilus influenzae, Legionella pneumophila, Moraxella catarrhalis) and other microorganisms (such as Mycoplasma pneumoniae). In vitro studies have shown that it is also active against Listeria monocytogenes, Staphylococci (Groups C, F, and G), Bordetella pertussis, Propionibacterium acnes, etc. Bacteria resistant to other macrolide antibiotics are also resistant to this product.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Dirithromycin Enteric-coated Capsules
Ingredients	The main component of this product is dirithromycin, and its chemical name is 9(S)-9-deoxy-11-deoxy-9,11-[imino(1R)-2-(2-methoxyethoxy)-ethylidene]oxy]erythromycin. Its molecular formula is C42H78N2O4, and its molecular weight is 835.09.
Indication	Terfenadine: This product does not affect the metabolism of terfenadine. In vitro tests have shown that the two drugs do not interact with each other, but there is an interaction with erythromycin. Theophylline: In general, patients who are taking theophylline do not need to adjust theophylline dosage or monitor blood drug concentration when receiving this product. When it is necessary to maintain a higher blood concentration of theophylline, the blood concentration should be tested and the dosage should be adjusted appropriately. Antacids or H2 receptor antagonists: Taking this product immediately after taking antacids or H2 receptor antagonists can increase the absorption of erythromycin. The interaction between erythromycin and the following drugs has been clarified, but the interaction with erythromycin is not clear. Therefore, caution should be exercised when using the drugs in combination. Triazolam: It can reduce the clearance rate of triazolam and increase its pharmacological effect. Digoxin: It can increase the blood concentration of digoxin. Anticoagulants: It can increase the effect of anticoagulants, especially in the elderly. Ergotamine: It produces symptoms of poisoning, such as peripheral vasospasm and dysesthesia. Other drugs: Drug interactions have been reported with erythromycin: cyclosporine, cyclohexylbarbital, carbamazepine, alfentanil, probarbital, phenytoin, bromocriptine, valproate, astemizole, and lovastatin.
Specifications	0.25g
Manufacturer	Cisen Pharmaceutical Co., Ltd.

Dirithromycin Enteric-coated Tablets
Ingredients	The main ingredients of this product and their chemical names: The main ingredient of this product is dirithromycin
Indication	Terfenadine: This product does not affect the metabolism of terfenadine. In vitro tests have shown that the two drugs do not interact with each other, but there is an interaction with erythromycin. Theophylline: In general, patients who are taking theophylline do not need to adjust theophylline dosage or monitor blood drug concentration when receiving this product. When it is necessary to maintain a higher theophylline blood drug concentration, the blood drug concentration should be tested and the dosage should be adjusted accordingly. Antacids or H2 receptor antagonists: Taking this product immediately after taking antacids or H2 receptor antagonists can increase the absorption of erythromycin. The interaction between erythromycin and the following drugs has been clarified, but the interaction with erythromycin is not clear. Therefore, caution should be exercised when using the drugs in combination. Triazolam: It can reduce the clearance rate of triazolam and increase its pharmacological effect. Digoxin: It can increase the blood concentration of digoxin. Anticoagulants: It can increase the effect of anticoagulants, especially in the elderly. Ergotamine: It produces symptoms of poisoning, such as peripheral vasospasm and dysesthesia. Other drugs: Drug interactions have been reported with erythromycin, such as cyclosporine, cyclohexylbarbital, carbamazepine, alfentanil, probarbital, phenytoin, bromocriptine, valproate, astemizole, and lovastatin.
Specifications	0.125g (based on C42H78N2O14)
Manufacturer	Hunan Jiudian Pharmaceutical Co., Ltd.

Dirithromycin Enteric-coated Tablets
Ingredients	The main ingredients of this product and their chemical names: The main ingredient of this product is dirithromycin
Indication	Terfenadine: This product does not affect the metabolism of terfenadine. In vitro tests have shown that the two drugs do not interact with each other, but there is an interaction with erythromycin. Theophylline: In general, patients who are taking theophylline do not need to adjust theophylline dosage or monitor blood drug concentration when receiving this product. When it is necessary to maintain a higher theophylline blood drug concentration, the blood drug concentration should be tested and the dosage should be adjusted accordingly. Antacids or H2 receptor antagonists: Taking this product immediately after taking antacids or H2 receptor antagonists can increase the absorption of erythromycin. The interaction between erythromycin and the following drugs has been clarified, but the interaction with erythromycin is not clear. Therefore, caution should be exercised when using the drugs in combination. Triazolam: It can reduce the clearance rate of triazolam and increase its pharmacological effect. Digoxin: It can increase the blood concentration of digoxin. Anticoagulants: It can increase the effect of anticoagulants, especially in the elderly. Ergotamine: It produces symptoms of poisoning, such as peripheral vasospasm and dysesthesia. Other drugs: Drug interactions have been reported with erythromycin, such as cyclosporine, cyclohexylbarbital, carbamazepine, alfentanil, probarbital, phenytoin, bromocriptine, valproate, astemizole, and lovastatin.
Specifications	0.125g
Manufacturer	Zhejiang Jinhua Conba BIO-PHARM. Co., Ltd.

See More Related Drugs

Registered Holders

Hunan Jiudian HONGYANG Pharmaceutical Co., Ltd.

China
Active
Zhejiang Jinhua Conba BIO-PHARM. Co., Ltd.

China
Active
Chifeng Arker Pharmaceutical Technology Co., Ltd.

China
Active

See More Registered Holders

Recommended Suppliers of Dirithromycin

HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

Dirithromycin

CAS No.: 62013-04-1

Content: 99.00%

Inquiry
Hangzhou Dawn Ray Pharmaceutical Co.,Ltd Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of D-Biotin,Tobramycin base,L(-)-Carnitine base,Polymyxin B sulfate USP,Kanamycin sulfate monohydrate,Finasteride 99% USP

Dirithromycin

CAS No.: 62013-04-1

Inquiry
Hubei KDG Web Science&Technology Co.,Ltd Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of Peptide,API,HCG,Amino Acids,Plant Extract,Vitamin

Cheap Price High Quality Dirithromycin CAS 62013-04-1 Global Warehouse

CAS No.: 62013-04-1

Grade: Pharmaceutical Grade

Content: 99%

Inquiry