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Carbenicillin disodium

Carbenicillin disodium structure

CAS No:
4800-94-6
Formula:
C17H18N2O6S.2Na
Chemical Name:
Carbenicillin disodium
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-,sodium salt (1:2),(2S,5R,6R)-;Malonamic acid,N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-2-phenyl-,disodium salt;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-,disodium salt,[2S-(2α,5α,6β)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-,disodium salt,(2S,5R,6R)-;BRL 2064;Pyopen;Disodium carbenicillin;α-Carboxybenzylpenicillin sodium salt;Carbenicillin sodium;Pyopene;Carbenicillin disodium salt;Carbenicillin disodium;α-Carboxybenzylpenicillin disodium salt;Sodium carbenicillin;Disodium (α-carboxybenzyl)penicillin;Fugacillin;Anabactyl;Carbenicilline disodium;Geopen;Carbecin;CP 15639-2;Gripenin;Microcillin;Piopen;Carboxybenzylpenicillin sodium;Carbapen;Hyoper;Geocillin;NSC 111071;131454-45-0;21654-04-6;26769-14-2;41459-04-5;50893-68-0;52560-37-9
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Carbenicillin disodium is a beta-lactam penicillin derivative that interference with final stage of bacterial cell wall synthesis.

Carbenicillin disodium is an organic sodium salt. It contains a carbenicillin(2-).|Carbenicillin Disodium is the disodium salt form of carbenicillin, a broad-spectrum, semi-synthetic penicillin antibiotic with bactericidal and beta-lactamase resistant activity. Carbenicillin acylates the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation prevents the cross-linkage of peptidoglycan strands, thereby inhibiting the third and last stage of bacterial cell wall synthesis. This leads to incomplete bacterial cell wall synthesis and eventually causes cell lysis.|Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.

Carbenicillin disodium Basic Attributes

Molecular Weight：

422.36

Exact Mass：

422.052460

EC Number：

225-360-8

UNII：

9TS4B3H261

DSSTox ID：

DTXSID6045820

NCI Thesaurus Code：

C65285

HScode：

29411000

Characteristics

PSA：

155

XLogP3：

-1.85410

Appearance：

white to off-white powder

Boiling Point：

737.8ºC at 760 mmHg

Flash Point：

400ºC

Water Solubility：

soluble in water.H2O: 50 mg/mL

Storage Conditions：

2-8°C

Toxicity：

Oral-rat LD50: > 10000 mg/kg; Oral-Mouse LD50: > 12000 mg/kg

Flammability characteristics：

Thermal decomposition releases toxic nitrogen oxides, sulfur oxides, sodium oxide fumes

Safety Information

Transport codes：

UN 1170 3/PG 3

wgk germany：

hazard class code：

42/43

safety instructions：

22-36/37-36

RTECS Number：

ON9105000

Marks：

Storage features：

The warehouse is low-temperature, ventilated and dry

Stability/Shelf Life：

Extended-spectrum penicillins are generally stable for several yr in the dry state @ room temp; however, the drugs are stable only for short periods of time in soln unless frozen. Like other penicillins, stability of extended-spectrum penicillins is pH and temp dependent carbenicillin indanyl sodium is more resistant to acid-catalyzed hydrolysis than carbenicillin and is generally stable in the presence of acidic gastric secretions following oral admin.

Precautionary statement(s)：

P261-P280-P342 + P311

Hazard Statements：

H317-H334

GHS Classification：

|Danger|H317 (99.52%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 208 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

practically nontoxic

Drug Information

MeSH：

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

MeSH Entry Terms：

Anabactyl

Carbenicillin disodium Use and Manufacturing

Uses

Semi-synthetic antibiotic related to Penicillin (P223500). Antibacterial.

Use Classification：

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

Computed Properties

Molecular Weight:422.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:422.05244597
Monoisotopic Mass:422.05244597
Topological Polar Surface Area:155
Heavy Atom Count:28
Complexity:634
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is a broad-spectrum penicillin antibiotic that exerts its bactericidal effect by inhibiting bacterial cell wall synthesis. It has antibacterial effects on Enterobacteriaceae such as Escherichia coli, Proteus, Enterobacter, Citrobacter, Salmonella and Shigella, as well as other Gram-negative bacteria such as Pseudomonas aeruginosa, Haemophilus influenzae and Neisseria. It also has antibacterial activity against hemolytic streptococci, Streptococcus pneumoniae and Staphylococci that do not produce penicillinase. Many anaerobic bacteria such as Bacteroides fragilis and Clostridium are also sensitive 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

Carbenicillin Sodium for Injection
Ingredients	The main ingredient of this product is carbenicillin sodium. Its chemical name is [6S-(2α,5α,6β)]-[(carboxyphenyl-ethyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt.
Indication	1 This product is contraindicated with succinic chloramphenicol, erythromycin ethylsuccinate, oxytetracycline hydrochloride, tetracycline hydrochloride, kanamycin, streptomycin, gentamicin, tobramycin, amphotericin B, vitamin B group, vitamin C, phenytoin sodium, sympathomimetic drugs, promethazine, etc. 2 This product has a synergistic antibacterial effect with aminoglycosides (amikacin, gentamicin or tobramycin) against Pseudomonas aeruginosa and some Enterobacteriaceae in vitro. 3 This product and aminoglycoside antibiotics drip in the same bottle can lead to a significant weakening of the antibacterial activity of both. 4 The combination of large doses of this product with anticoagulants such as heparin, thrombolytic drugs, salicylic acid preparations, sulfamethoxazole or platelet aggregation inhibitors can increase the risk of bleeding. 5 The combination with sulfonamides can increase the blood concentration of this product, so the dose of this product must be appropriately reduced.
Specifications	Calculated as C17H18N2O6S 1.0g

Carbenicillin Sodium for Injection
Ingredients	The main ingredient of this product is carbenicillin sodium, chemical name is [6S-(2α,5α,6β)]-[(carboxyphenyl-ethyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt
Indication	1 This product is contraindicated with succinic chloramphenicol, erythromycin ethylsuccinate, oxytetracycline hydrochloride, tetracycline hydrochloride, kanamycin, streptomycin, gentamicin, tobramycin, amphotericin B, vitamin B group, vitamin C, phenytoin sodium, sympathomimetic drugs, promethazine, etc. 2 This product has a synergistic antibacterial effect with aminoglycosides (amikacin, gentamicin or tobramycin) against Pseudomonas aeruginosa and some Enterobacteriaceae in vitro. 3 This product and aminoglycoside antibiotics drip in the same bottle can lead to a significant weakening of the antibacterial activity of both. 4 The combination of large doses of this product with anticoagulants such as heparin, thrombolytic drugs, salicylic acid preparations, sulfamethoxazole or platelet aggregation inhibitors can increase the risk of bleeding. 5 The combination with sulfonamides can increase the blood concentration of this product, so the dose of this product must be appropriately reduced.
Specifications	Calculated as C17H18N2O6S 1.0g
Manufacturer	CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

Carbenicillin Sodium for Injection
Ingredients	The main ingredient of this product is carbenicillin sodium, chemical name is [6S-(2α,5α,6β)]-[(carboxyphenyl-ethyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt
Indication	1 This product is contraindicated with succinic chloramphenicol, erythromycin ethylsuccinate, oxytetracycline hydrochloride, tetracycline hydrochloride, kanamycin, streptomycin, gentamicin, tobramycin, amphotericin B, vitamin B group, vitamin C, phenytoin sodium, sympathomimetic drugs, promethazine, etc. 2 This product has a synergistic antibacterial effect with aminoglycosides (amikacin, gentamicin or tobramycin) against Pseudomonas aeruginosa and some Enterobacteriaceae in vitro. 3 This product and aminoglycoside antibiotics drip in the same bottle can lead to a significant weakening of the antibacterial activity of both. 4 The combination of large doses of this product with anticoagulants such as heparin, thrombolytic drugs, salicylic acid preparations, sulfamethoxazole or platelet aggregation inhibitors can increase the risk of bleeding. 5 The combination with sulfonamides can increase the blood concentration of this product, so the dose of this product must be appropriately reduced.
Specifications	Calculated as C17H18N2O6S 2.0g

See More Related Drugs

Registered Holders

Shanghai SPH New ASIA Pharmaceutical Co., Ltd.

China
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