Brand Name(s) in US
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Ticarcillin

Brand Name(s) in US
Product Name
Ticarcillin
CAS No.
34787-01-4
Chemical Name
Ticarcillin
Synonyms
icarcillin;TICARCILLIN;TRIARCILLIN;Ticarcillin acid;Ticcarcillin acid;Temocillin Disodium;Ticarcillin USP/EP/BP;Ticarcillin free base;Ticarcillin Impurity 11;Ticarcillin See T437901
CBNumber
CB7224768
Molecular Formula
C15H16N2O6S2
Formula Weight
384.43
MOL File
34787-01-4.mol
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Ticarcillin Property

Boiling point:
768.3±60.0 °C(Predicted)
Density 
1.62±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
pKa 2.89±0.05(H2O t=25.0 I=0.15 (KCl)) (Uncertain);3.28±0.04 (Uncertain)
CAS DataBase Reference
34787-01-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
22-36/37-45
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
17778
Product name
Ticarcillin Supplement
Purity
formicrobiology
Packaging
5vials
Price
$125
Updated
2024/03/01
Biosynth Carbosynth
Product number
FC75131
Product name
(2S,5R,6R)-6-[[(2R)-2-Carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Packaging
5mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC75131
Product name
(2S,5R,6R)-6-[[(2R)-2-Carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Packaging
10mg
Price
$360
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
67309
Product name
Ticarcillin
Packaging
100mg
Price
$640
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC75131
Product name
(2S,5R,6R)-6-[[(2R)-2-Carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Packaging
1mg
Price
$70
Updated
2021/12/16
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Ticarcillin Chemical Properties,Usage,Production

Brand Name(s) in US

Timentin

Description

Temocillin disodium is a broad-spectrum, β-lactamase resistant, injectable penicillin. High serum levels and a five hour half-life allow once or twice-daily dosing.

Originator

Beecham (United Kingdom)

Uses

Ticarcillin (SB) is a significant penicillin antibiotic that incorporates the thiophene ring system.

Uses

Ticarcillin is a carboxypenicillin belonging to the beta-lactam class of antibiotics. Ticarcillin is an injectable antibiotic used in the treatment of infections caused by gram-negative bacteria, particularly Pseudomonas aeruginosa.

Definition

ChEBI: A penicillin compound having a 6beta-[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino side-group.

brand name

TEMOPEN

Antimicrobial activity

Because it is hydrolyzed less rapidly than ampicillin, non-β- lactamase-producing strains of N. gonorrhoeae, ampicillin-susceptible H. influenzae and some Enterobacteriaceae are susceptible. Most aerobic and anaerobic Gram-positive bacteria are susceptible, with the exception of E. faecalis and β-lactamase-producing Staph. aureus. Anaerobic Gram-negative bacteria including B. fragilis are usually susceptible. Bactericidal synergy with aminoglycosides is demonstrable against Ps. aeruginosa and enterobacteria.

Acquired resistance

Ticarcillin is generally cross-resistant with carbenicillin. It is somewhat stable to hydrolysis by AmpC-mediated β-lactamases of Gram-negative bacilli, but can be hydrolyzed by most other chromosomally and plasmid-mediated enzymes unless protected by a β-lactamase inhibitor.

Pharmacokinetics

Oral absorption: Negligible
Cmax 1 g intramuscular: 35 mg/L after 1 h
Plasma half-life: 1.3 h
Volume of distribution: 0.21 L/kg
Plasma protein binding: 50–60%
Absorption and distribution
It is not orally absorbed. On parenteral co-administration with gentamicin, the plasma concentration of ticarcillin is unaffected, but the concentration of gentamicin is lowered. It enters the serous fluids, providing concentrations up to 60% of those of the plasma. It does not cross the normal meninges but levels of up to 50% of those of the plasma can be found in meningitis.
Metabolism and excretion
Up to 15% is excreted as penicilloic acid, a higher percentage than for carbenicillin (up to 5%). Some is excreted in the bile, producing levels 2–3 times those in the plasma, but the main route of excretion is through the kidneys (80%), principally as unchanged drug, appearing in the urine in the first 6 h. It is more rapidly eliminated in children with cystic fibrosis.

Clinical Use

Serious infection, including septicemia, respiratory tract infections, genitourinary tract infections and skin and soft-tissue infections caused by susceptible bacteria

Side effects

As with all penicillins, hypersensitivity reactions may occur, but are less frequent and severe than those associated with benzylpenicillin. Rashes and eosinophilia occur; reversible abnormalities of liver function can develop. Since large doses of the drug have to be used, convulsions can occur, as with other penicillins, and being a disodium salt, electrolyte disturbances can result from the sodium load and from loss of potassium.

Synthesis

Ticarcillin, [2S-(2|á,5|á,6|?)]-3,3-dimethyl-7-oxo-6-[2-carboxy-2-(3-thienyl) acetamido]-4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.34), is synthesized by direct acylation of 6-APA in the presence of sodium hydroxide, but with 3-thienylmalonic acid chloride (32.1.1.33), which gives ticarcillin.

Ticarcillin Preparation Products And Raw materials

Raw materials

Preparation Products

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Ticarcillin Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4511
Advantage
55
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
PI & PI BIOTECH INC.
Tel
020-81716320 17788709170
Fax
020-81716319
Email
Sales@pipitech.com
Country
China
ProdList
2649
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57412
Advantage
58

34787-01-4, TicarcillinRelated Search:


  • (2s,5r,6r)-6-[[(2r)-2-carboxy-2-thiophen-3-yl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • TRIARCILLIN
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxy-3-thienylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-[2a,5a,6b(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-carboxy-3-thienylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- (9CI)
  • 6-[D-(-)-a-Carboxy-3-thienylacetamido]penicillanic acid
  • Ticarcillin acid
  • Ticarcillin Supplement,Ticarcillin
  • TICARCILLIN
  • Ticcarcillin acid
  • Temocillin Disodium
  • Ticarcillin See T437901
  • disodium (2S,5R,6R)-6-[[(2R)-2-carboxylato-1-oxo-2-(3-thiophenyl)ethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • Ticarcillin USP/EP/BP
  • Ticarcillin DISCONTINUED. Please see T437901
  • Ticarcillin free base
  • icarcillin
  • Ticarcillin Impurity 11
  • 34787-01-4
  • C15H16N2O6S2
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  • Microbiology
  • Media
  • BioChemical