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Potassium clavulanate

Potassium clavulanate structure

CAS No:
61177-45-5
Formula:
C8H9NO5.K
Chemical Name:
Potassium clavulanate
Synonyms:
4-Oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3-(2-hydroxyethylidene)-7-oxo-,potassium salt (1:1),(2R,3Z,5R)-;4-Oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3-(2-hydroxyethylidene)-7-oxo-,monopotassium salt,[2R-(2α,3Z,5α)]-;4-Oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3-(2-hydroxyethylidene)-7-oxo-,monopotassium salt,(2R,3Z,5R)-;Potassium clavulanate;BRL 14151K;Clavulanate potassium;Clavulanic acid potassium salt;Clavitesse;Serdaxin
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Clavulanate potassium is a potent β-lactamase inhibitor and acts as an antibiotic[1][2].

Potassium clavulanate is a potassium salt having clavulanate as the counterion. It acts as a suicide inhibitor of bacterial beta-lactamase enzymes and has only weak anitbiotic activity when administered alone. However it can be used in combination with amoxicillin trihydrate (under the trade name Augmentin) for treatment of a variety of bacterial infections, where it prevents antibiotic inactivation by microbial lactamases. It has a role as an antibacterial drug, an EC 3.5.2.6 (beta-lactamase) inhibitor and an antimicrobial agent. It contains a clavulanate.|Clavulanate Potassium is a semi-synthetic beta-lactamase inhibitor isolated from streptomyces. Clavunalate potassium contains a beta-lactam ring and binds strongly to beta-lactamase at or near its active site. This protects other beta-lactam antibiotics from beta-lactamase catalysis. This drug is used in conjunction with beta-lactamase susceptible penicillins to treat infections caused by beta-lactamase producing organisms.|A beta-lactam antibiotic produced by the actinobacterium Streptomyces clavuligerus. It is a suicide inhibitor of bacterial beta-lactamase enzymes. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with other beta-lactam antibiotics it prevents antibiotic inactivation by microbial lactamase.

Potassium clavulanate Basic Attributes

Molecular Weight：

237.25100

Exact Mass：

237.00400

EC Number：

262-640-9

UNII：

Q42OMW3AT8

DSSTox ID：

DTXSID60210067

NCI Thesaurus Code：

C47453

HScode：

2942000000

Characteristics

PSA：

89.90000

XLogP3：

-2.49240

Appearance：

Pale Yellowish Solid

Melting Point：

>160ºC

Boiling Point：

545.8ºC at 760 mmHg

Flash Point：

283.9ºC

Storage Conditions：

2-8ºC

Safety Information

Packing level：

Ⅱ

Transport codes：

1325

wgk germany：

hazard class code：

4.1

safety instructions：

8-16-22-36/37-45-43-26

RTECS Number：

RN6802700

Marks：

F,Xn,Xi

Precautionary statement(s)：

P210-P261-P280-P284-P304 + P340-P305 + P351 + P338

Hazard Statements：

H228-H317-H319-H334

GHS Classification：

|Danger|H228 (100%): Flammable solid [Danger Flammable solids]|P201, P202, P210, P235+P410, P240, P241, P261, P264, P272, P280, P281, P285, P302+P352, P304+P341, P305+P351+P338, P308+P313, P321, P333+P313, P337+P313, P342+P311, P363, P370+P378, P405, P407, P413, P420, and P501|Aggregated GHS information provided by 57 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|P210, P235+P410, P240, P241, P264, P280, P305+P351+P338, P337+P313, P370+P378, P407, P413, and P420|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)

MeSH Entry Terms：

BRL 14151

Potassium clavulanate Use and Manufacturing

Uses

A -Lactamase inhibitor, typically added to amoxicillin to increase its effectiveness

Use Classification：

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

Computed Properties

Molecular Weight:237.25
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:237.00395384
Monoisotopic Mass:237.00395384
Topological Polar Surface Area:89.9
Heavy Atom Count:15
Complexity:329
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

Ethanol

Hydrochloric acid

Starch

Drug Function and Efficacy

Potassium clavulanate itself has only weak antibacterial activity, but it has a strong broad-spectrum β-lactamase inhibitory effect and can protect amoxicillin from β-lactamase hydrolysis.

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

Amoxicillin Sodium and Clavulanate Potassium for Injection
Ingredients	This product is a compound preparation, its components are amoxicillin sodium and clavulanate potassium, the ratio of the two is 5:1.
Indication	1 Aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2β), and the toxicity may also increase. 2 When this product is used in combination with allopurinol, the incidence of rash increases significantly, so the combination should be avoided. 3 This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4 When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5 This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives. 6 Chloramphenicol, erythromycin
Specifications	0.3 g (C16H19N3O5S 0.25 g and C8H9NO5 0.05 g)
Manufacturer	Qingzhou Yaowang Pharmaceutical Co., Ltd.

Amoxicillin and Clavulanate Potassium Granules
Ingredients	Amoxicillin, Clavulanate Potassium
Indication	1. Aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2beta;), and possibly increasing toxicity. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so it should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines, and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it should not be used in combination with this product, especially in the treatment of meningitis or severe infections that urgently require bactericidal drugs. 7. This product can enhance the effect of warfarin. 8Aminoglycoside antibiotics can generally enhance the in vitro bactericidal effect of this product on Enterococcus faecalis at sub-inhibitory concentrations. 9Since the absorption of this product in the gastrointestinal tract is not affected by food, it can be taken on an empty stomach or after a meal, and can be taken with milk and other foods; taking it with food can reduce gastrointestinal reactions.
Specifications	0.15625g (C16H19N3O5S 0.125g and C8H9NO5 0.03125g)

Amoxicillin and Clavulanate Potassium Chewable Tablets (7:1)
Ingredients	Amoxicillin, clavulanate potassium.
Specifications	0.2285g (C16H19N3O5S 0.2g and C8H9NO5 0.0285g)
Manufacturer	Sichuan Pharmaceutical, Inc.

See More Related Drugs

Registered Holders

CKD BIO CORP.

South Korea
Active
CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

China
Active
Shandong Ruiying Pioneer Pharmaceutical Co., Ltd.

China
Active

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