NAFCILLIN SODIUM SALT
- Product Name
- NAFCILLIN SODIUM SALT
- CAS No.
- 985-16-0
- Chemical Name
- NAFCILLIN SODIUM SALT
- Synonyms
- NAFCILLIN;wy3277;unipen;Nafcil;brl1383;naftopen;Nafcil-d5;Wy 3277-d5;BRL 1383-d5;Naftopen-d5
- CBNumber
- CB6181365
- Molecular Formula
- C21H21N2NaO5S
- Formula Weight
- 436.46
- MOL File
- 985-16-0.mol
NAFCILLIN SODIUM SALT Property
- Melting point:
- >167°C (dec.)
- storage temp.
- Store at 0-5°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- pKa 2.65(H2O,t = 25±0.1,c=0.006) (Uncertain)
- color
- Off-White to Pale Yellow
Safety
- Hazard Codes
- Xn
- Risk Statements
- 42/43
- Safety Statements
- 22-36/37-45
- WGK Germany
- 3
- RTECS
- XI0175000
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.
N-Bromosuccinimide Price
- Product number
- 32071
- Product name
- Nafcillin sodium salt
- Purity
- VETRANAL
- Packaging
- 100mg
- Price
- $86
- Updated
- 2024/03/01
- Product number
- 240836
- Product name
- Nafcillin
- Packaging
- 1g
- Price
- $184
- Updated
- 2021/12/16
- Product number
- 257354
- Product name
- Nafcillin sodium salt
- Packaging
- 50mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- N211500
- Product name
- Nafcillin sodium salt
- Packaging
- 250mg
- Price
- $640
- Updated
- 2021/12/16
- Product number
- J98226
- Product name
- Nafcillin Sodium
- Packaging
- 25g
- Price
- $380
- Updated
- 2021/12/16
NAFCILLIN SODIUM SALT Chemical Properties,Usage,Production
Originator
Unipen,Wyeth,US,1964
Uses
Nafcillin Sodium Salt is an antibiotic of the penicillin class that is resistant to beta-lactamase. It can also be used as analyte for biological study and analytical study of hybrid quadrupole-orbitrap mass spectrometry analysis for high-throughput screening and quantification of multi-xenobiotics in honey.
Uses
Nafcillin SodiuM Salt can be used as narcotic antagonist
Uses
As a synthetic beta-lactamase-resistant penicillin, Nafcillin SodiuM Salt can be used to treat infections caused by Gram-positive bacteria, in particular, species of staphylococci that are resistant to other penicillins.
Definition
ChEBI: Nafcillin sodium is an organic sodium salt. It contains a nafcillin(1-).
Indications
It is effective against Gram-positive cocci and staphylococci that produce penicillinase. It
is used for the same indications as methicillin. Synonyms of this drug are nafcil, nalpen,
unipen, and others.
Another type of semisynthetic penicillin that should undoubtedly be considered is penicillin derivatives of heteroylcarboxylic acids (as a rule an isoxazol) in the third position of
which is present a substituted or nonsubstituted phenyl radical (oxacillin, cloxacillin,
dicloxacillin), which plays the role of the radical in the acyl side group. These penicillins
(oxacillin, cloxacillin, dicloxacillin), which are resistant to penicillinase, are active with
respect to penicillin-G-resistant staphylococci. Their antimicrobial spectrum is restricted
to Gram-positive microorganisms.
Penicillins that are resistant to penicillinase are the drug of choice for infections resistant to penicillin G, Staph. aureus, or coagulase-negative staphylococci. They are also
effective for infections caused by nonenterococcus types of streptococci, such as streptococci groups A, B, C, and G, as well as pneumococci.
Manufacturing Process
A stirred suspension of 12.6 grams 6-aminopenicillanic acid in 130 ml dry alcohol-free chloroform was treated with 16 ml triethylamine and then with 13.8 grams of a solution of 2-ethoxy-1-naphthoyl chloride in 95 ml chloroform. After being washed successively with 58 ml each of 1 N and then 0.1 N hydrochloric acid the chloroform solution was extracted with N aqueous sodium bicarbonate (58 ml + 6 ml). The combined bicarbonate extracts were washed with 20 ml ether and then evaporated at low temperature and pressure to give the crude sodium salt of 2-ethoxy-1-naphthylpenicillin [also called sodium 6-(2-ethoxy-1-naphthamido)penicillinate] as a yellow powder (20.3 grams). This was dissolved in 20 ml water at 30°C and diluted with 180 ml n-butanol, also at 30°C, with stirring. Slow cooling to 0°C gave colorless needles of the product.
brand name
Nallpen (GlaxoSmithKline).
Therapeutic Function
Antibacterial
Antimicrobial activity
The antibacterial spectrum is similar to that of the isoxazolylpenicillins but it is more active against streptococci and pneumococci. Activity in vitro is depressed in the presence of serum. It is more stable than the isoxazolylpenicillins to staphylococcal β-lactamase. There is complete cross-resistance with other group 3 penicillins.
Pharmacokinetics
Oral absorption: c. 35%
Cmax 1 g intramuscular:8 mg/L after 1 h
500 mg intravenous:30 mg/L after 5 min
Plasma half-life: 0.5 h
Plasma protein binding: 90%
Absorption and distribution
Nafcillin is poorly absorbed after oral administration, and
absorption is further depressed if the drug is given with
food. Most dosing is now intravenous. Penetration into tissues
is similar to that of the isoxazolylpenicillins. Penetration
into normal meninges is low, but is higher in inflamed
meninges.
Metabolism and excretion
About 60–70% is inactivated in the liver. Following intramuscular
administration, about 30% appears in the urine, producing
concentrations up to 1000 mg/L. Administration of
probenecid reduces the urinary excretion and raises and prolongs
the plasma level. About 8% of the dose is excreted in
the bile.
Clinical Use
Uses are those of group 3 penicillins . Nafcillin has been particularly recommended for the treatment of staphylococcal bacteremia caused by susceptible strains.
Side effects
There is cross-allergenicity with other penicillins. Its side effects are similar to the penicillins. Pseudomembranous colitis has been reported.
Synthesis
Nafcillin, [2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-(2-ethoxy-1-naphthamido)-4- thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.4), is synthesized by acylating 6-APA with 2-ethoxy-1-naphthoic acid chloride in the presence of triethylamine.
NAFCILLIN SODIUM SALT Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from NAFCILLIN SODIUM SALT manufacturers
- Product
- Nafcillin SodiuM Salt 985-16-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2020-05-09
- Product
- NAFCILLIN SODIUM SALT 985-16-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-06-25
- Product
- NAFCILLIN SODIUM SALT 985-16-0
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- ≥98%
- Supply Ability
- g/kg/Ton
- Release date
- 2019-12-25