CAS 551-16-6
:6-Aminopenicillanic acid
Description:
6-Aminopenicillanic acid (6-APA) is a crucial intermediate in the synthesis of penicillin antibiotics. It is a beta-lactam compound characterized by a bicyclic structure that includes a thiazolidine ring and a beta-lactam ring. The presence of an amino group at the 6-position is essential for its biological activity, as it allows for the modification of the molecule to create various penicillin derivatives. 6-APA is typically a white to off-white crystalline powder that is soluble in water and exhibits a pH-dependent solubility profile. It is stable under acidic conditions but can hydrolyze in alkaline environments. The compound plays a significant role in pharmaceutical applications, particularly in the development of semi-synthetic penicillins, which are designed to enhance antibacterial efficacy and broaden the spectrum of activity against resistant bacterial strains. Due to its importance in antibiotic production, 6-APA is a key focus in medicinal chemistry and pharmaceutical research.
Formula:C8H12N2O3S
InChI:InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
InChI key:InChIKey=NGHVIOIJCVXTGV-ALEPSDHESA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](N)C2=O)(SC1(C)C)[H]
Synonyms:- (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, [2S-(2alpha,5alpha,6beta)]-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
- 6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 6-Aminopencillanic acid
- 6-Aminopenicillansaure
- 6-Apa
- 6-Aps
- 6β-Aminopenicillanic acid
- Acide 6-aminopenicillanique
- Acido 6-Aminopenicilanico
- Aminopenicillanic Acid
- Nsc 50071
- Penicillanic Acid, 6-Amino-
- Phenacyl 6-aminopenicillinate
- See more synonyms
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Found 17 products.
6-Aminopenicillanic Acid
CAS:Formula:C8H12N2O3SPurity:>98.0%(HPLC)Color and Shape:White to Light yellow to Dark green powder to crystalMolecular weight:216.26Amoxicillin EP Impurity A (Piperacillin EP Impurity H, Sulbactam EP Impurity B)
CAS:Formula:C8H12N2O3SPurity:+90%Molecular weight:216.26FLUCLOXACILLIN IMPURITY C CRS
CAS:<p>FLUCLOXACILLIN IMPURITY C CRS</p>Formula:C8H12N2O3SMolecular weight:216.2575Amoxicillin Related Compound A ((2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)
CAS:<p>Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi</p>Formula:C8H12N2O3SColor and Shape:White Cream PowderMolecular weight:216.056866-Aminopenicillanic acid
CAS:Formula:C8H12N2O3SPurity:95%Color and Shape:SolidMolecular weight:216.2575Ref: IN-DA0034BO
5g26.00€25g29.00€50g52.00€5kgTo inquire100g53.00€10kgTo inquire25kgTo inquire500g133.00€Amoxicillin EP Impurity A (Sulbactam EP Impurity B, Piperacillin EP Impurity H, Amoxicillin USP Related Compound A)
CAS:Formula:C8H12N2O3SColor and Shape:White To Off-White SolidMolecular weight:216.266-Aminopenicillanic acid
CAS:<p>Compound PDK0270, with CAS No. 551-16-6, is a fragment molecule that serves as an important scaffold for molecular linking, expansion, and modification. Compound PDK0270 provides a structural basis and research tool for the design and screening of novel drug candidates, and is commonly used in drug discovery, drug synthesis, and related research.</p>Formula:C8H12N2O3SColor and Shape:Off White Powder Solid PowderMolecular weight:216.2576-Aminopenicillanic acid
CAS:Formula:C8H12N2O3SPurity:97.0 - 103.0 %Color and Shape:White to off-white powderMolecular weight:216.26(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (6-Aminopenicillanic Acid)
CAS:Controlled ProductFormula:C8H12N2O3SColor and Shape:Off-WhiteMolecular weight:216.26(2S,5R,6R)-(+)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS:<p>(2S,5R,6R)-(+)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid</p>Formula:C8H12N2O3SPurity:95%Color and Shape: white solidMolecular weight:216.26g/mol(+)-6-Aminopenicillanic Acid
CAS:<p>Impurity Ampicillin EP Impurity A ; Amoxicillin USP Related Compound A<br>Applications (+)-6-Aminopenicillanic Acid (Amoxicillin EP Impurity A) is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.<br>References Zel'tser, I.Z. et al.: Gig. Truda Prof. Zabol., 5, 59 (1983); Hamilton-Miller, J.M.T.: Int. J. Antimicrob. Agents, 31, 189 (2008); Novikova, N.D. et al.: Mikol. Fitopatol., 7, 101 (1973);<br></p>Formula:C8H12N2O3SColor and Shape:Off-WhiteMolecular weight:216.26(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
CAS:Formula:C8H12N2O3SPurity:95.0%Color and Shape:Solid, Beige powderMolecular weight:216.26(+)-6-Aminopenicillanic Acid-d3
CAS:Controlled ProductFormula:C8D3H9N2O3SColor and Shape:NeatMolecular weight:219.2766-Aminopenicillanic acid
CAS:<p>6-Aminopenicillanic acid, also known as 6-APA, is a penicillin antibiotic that inhibits bacterial cell wall synthesis and protein synthesis by interfering with the formation of peptidoglycan cross-links in bacterial cell walls. 6-APA has been shown to have low potency against many strains of bacteria. It is used in wastewater treatment and has been shown to inhibit nitrogen atoms from entering the environment. The enzyme activity of 6-APA is increased when it reacts with complex enzymes. This compound binds to penicillin-binding proteins on the surface of bacterial cells and inhibits their growth. The antimicrobial properties of 6-APA are due to its ability to inhibit cell wall synthesis, protein synthesis and other metabolic reactions.</p>Formula:C8H12N2O3SPurity:Min. 95%Color and Shape:White PowderMolecular weight:216.26 g/mol
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![(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid](/_next/image/?url=https%3A%2Fstatic.cymitquimica.com%2Fproducts%2F10%2Fthumb%2FF057763.jpg&w=3840&q=75)
