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Clarithromycin

Clarithromycin
Clarithromycin structure
CAS No.
81103-11-9
Chemical Name:
Clarithromycin
Synonyms
Naxy;te-03;Kladd;Claric;Crixan;Fascar;BIAXIN;klacid;Claris;Veclam
CBNumber:
CB2225614
Molecular Formula:
C38H69NO13
Formula Weight:
747.95
MOL File:
81103-11-9.mol

Clarithromycin Properties

Melting point:
217-220°C
Boiling point:
86℃
alpha 
D24 -90.4° (c = 1 in CHCl3)
Density 
1.1334 (rough estimate)
refractive index 
-92 ° (C=1, CHCl3)
Flash point:
>110°(230°F)
storage temp. 
-20°C Freezer
solubility 
Soluble in DMSO
pka
pKa 8.99(H2O t=25.0 I=0.167) (Uncertain)
form 
powder
color 
colorless to faint yellow
Merck 
14,2339
Stability:
Store in Freezer
InChIKey
AGOYDEPGAOXOCK-KCBOHYOISA-N
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P501-P301+P312+P330-P301+P312a-P330-P501a
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-36-60
WGK Germany  3
RTECS  KF4997000
HS Code  29419000
Toxicity LD50 in male, female mice, male, female rats (mg/kg): 2740, 2700, 3470, 2700 orally, 1030, 850, 669, 753 i.p., >5000 all s.c. (Abe)

Clarithromycin price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1134379 Clarithromycin United States Pharmacopeia (USP) Reference Standard 81103-11-9 100mg $352.8 2018-11-20 Buy
Sigma-Aldrich 1134390 Clarithromycin Identity United States Pharmacopeia (USP) Reference Standard 81103-11-9 10mg $1117.2 2018-11-20 Buy
TCI Chemical C2220 Clarithromycin >98.0%(T) 81103-11-9 1g $68 2018-11-22 Buy
TCI Chemical C2220 Clarithromycin >98.0%(T) 81103-11-9 5g $190 2018-11-22 Buy
Alfa Aesar J66005 Clarithromycin, 960-1040 μg/mg 81103-11-9 5g $209 2018-11-13 Buy

Clarithromycin Chemical Properties,Uses,Production

Description

Clarithromycin is an acid stable macrolide antibiotic indicated for use in the treatment of skin, urinary and respiratory tract infections. Compared to erythromycin, clarithromycin exhibits the same in vitro activity against conventional pathogens, but is better tolerated by generating less gastrointestinal problems.

Chemical Properties

Colourless Crystalline Needles

Originator

Taisho (Japan)

Uses

A semi-synthetic macrolide antibiotic. A derivative of erythromycin

Uses

Macrolide antibacterial.

Uses

Clarithromycin is a semi-synthetic macrolide antibiotic. Clarithromycin is a derivative of Erythromycin (E650000).

Uses

Clarithromycin (6-methoxyerythromycin) is a macrolide antibiotic active against a broad range of Gram positive bacteria. Clarithromycin was designed to enhance acid stability and improve oral bioavailability compared with erythromycin which is highly unstable to acidic conditions, undergoing a series of internal ketalisations between the 9-keto moiety and alcohols at C6 and C11. Omura and colleagues found that protection of the labile 6-OH group by methylation provided a simple but elegant solution.

Uses

Labeled Clarithromycin, intended for use as an internal standard for the quantification of Clarithromycin by GC- or LC-mass spectrometry.

Uses

A macrolide antibiotic and protein synthesis inhibitor

Definition

ChEBI: The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment f peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.

brand name

Biaxin (Abbott);Klacid.

Antimicrobial activity

Activity against susceptible common pathogens is two to four times greater than that of erythromycin A . Most respiratory pathogens, with the exception of H. influenzae, are inhibited at a concentration of ≤0.25 mg/L. It inhibits Mycoplasma pneumoniae at 0.004 mg/L and Mor. catarrhalis at 0.06 mg/L. It is eight times more active than erythromycin A against Legionella spp., C. trachomatis and Ch. pneumoniae. Against anaerobic species, activity is similar to that of erythromycin A. Against H. influenzae the 14-hydroxy metabolite is twice as active as the parent compound.

General Description

Some of the microbiological properties of clarithromycin appear to be superior to those of erythromycin. It exhibitsgreater potency against M. pneumoniae, Legionellaspp., Chlamydia pneumoniae, H. influenzae, and M. catarrhalisthan does erythromycin. Clarithromycin also hasactivity against unusual pathogens such as Borrelia burgdorferi(the cause of Lyme disease) and the Mycobacteriumavium complex (MAC). Clarithromycin is significantly moreactive than erythromycin against group A streptococci, S.pneumoniae, and the viridans group of streptococci in vivobecause of its superior oral bioavailability. Clarithromycin is,however, more expensive than erythromycin, which must beweighed against its potentially greater effectiveness.
Adverse reactions to clarithromycin are rare. The mostcommon complaints relate to GI symptoms, but these seldomrequire discontinuance of therapy. Clarithromycin,like erythromycin, inhibits cytochrome P450 oxidases and,thus, can potentiate the actions of drugs metabolized bythese enzymes.
Clarithromycin occurs as a white crystalline solid that ispractically insoluble in water, sparingly soluble in alcohol,and freely soluble in acetone. It is provided as 250- and 500-mg oral tablets and as granules for the preparation of aqueousoral suspensions containing 25 or 50 mg/mL.

Hazard

Moderately toxic by ingestion. Human sys-temic effects.

Pharmaceutical Applications

A semisynthetic erythromycin A derivative (6-O- methyl erythromycin A) formulated for oral and intravenous use.

Pharmacokinetics

Oral absorption: 55%
Cmax 50 mg oral: 0.75 mg/L after 1.7 h
500 mg oral: 1.65 mg/L after 2 h
Terminal half-life: 2.7–3.5 h
Volume of distribution :250 L
Plasma protein binding 80%
absorption and distribution
It is more stable to gastric acid than erythromycin, but internal ketalization between the 9-keto group and the C-12 hydroxyl group has been described resulting in an inactive product: pseudo clarithromycin. It is rapidly absorbed orally and absorption is not affected by food. Concentrations in tonsil and lung tissues exceed the simultaneous plasma level by a factor of two and four, respectively.
Metabolism and excretion
The primary metabolic pathway is N-demethylation of the d-desosamine and stereospecific hydroxylation at the 14- position of the erythronolide A ring. Metabolism to the 14-hydroxy derivative is saturable above 800 mg. Around 20&ndash:40% of the administered dose is eliminated in urine. The apparent elimination half-life of the 14-hydroxy metabolite is around 7 h. The parent compound and its principal metabolite are retained in renal impairment, resulting in long apparent elimination half-lives, exceeding 30 and 45 h, respectively, in patients whose creatinine clearance is less than 30 mL/min.

Side effects

Clarithromycin is well tolerated, producing little gastrointestinal disturbance and only transient changes in some liver function tests.

Veterinary Drugs and Treatments

In small animal medicine, clarithromycin is primarily of interest in treating atypical mycobacterial infections or treatment of Helicobacter spp. infections in cats and ferrets. In equine medicine, clarithromycin may be useful in treating Rhodococcus equi infections in foals.

Clarithromycin Preparation Products And Raw materials

Raw materials

Preparation Products


Clarithromycin Suppliers

Global( 360)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20672 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
PI & PI BIOTECH INC.
020-81716320
020-81716319 Sales@pipitech.com CHINA 2543 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 535 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 892 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 24191 60
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1861 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30002 58
Biochempartner
0086-13720134139
candy@biochempartner.com CHINA 969 58

View Lastest Price from Clarithromycin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-07-10 Clarithromycin
81103-11-9
US $1.00 / KG 1KG 98% 1kg,5kg,100kg career henan chemical co
2018-04-11 Clarithromycinum
81103-11-9
US $10.00 / KG 10G 99% 10MF Hubei XinRunde Chemical Co., Ltd.

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