CAS 551-16-6

Acido 6-aminopenicillanico

Descrizione:

Acido 6-aminopenicillanico (6-APA) è un intermedio cruciale nella sintesi degli antibiotici penicillinici. È un composto beta-lattamico caratterizzato da una struttura biciclica che include un anello di tiazolidina e un anello beta-lattamico. La presenza di un gruppo amminico nella posizione 6 è essenziale per la sua attività biologica, poiché consente la modifica della molecola per creare vari derivati della penicillina. Il 6-APA è tipicamente una polvere cristallina bianca o bianco sporco che è solubile in acqua e presenta un profilo di solubilità dipendente dal pH. È stabile in condizioni acide, ma può idrolizzarsi in ambienti alcalini. Il composto gioca un ruolo significativo nelle applicazioni farmaceutiche, in particolare nello sviluppo di penicilline semisintetiche, progettate per migliorare l'efficacia antibatterica e ampliare lo spettro di attività contro ceppi batterici resistenti. A causa della sua importanza nella produzione di antibiotici, il 6-APA è un obiettivo chiave nella chimica medicinale e nella ricerca farmaceutica.

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]

Sinonimi:

• (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

6-Aminopenicillanic Acid

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Purezza: >98.0%(HPLC)

Colore e forma: White to Light yellow to Dark green powder to crystal

Peso molecolare: 216.26

Ref: 3B-A0800

Amoxicillin EP Impurity A (Piperacillin EP Impurity H, Sulbactam EP Impurity B)

CAS: 551-16-6

Formula: C8H12N2O3S

Purezza: +90%

Peso molecolare: 216.26

Ref: ZB-AMXL-A

FLUCLOXACILLIN IMPURITY C CRS

CAS: 551-16-6

FLUCLOXACILLIN IMPURITY C CRS

Formula: C₈H₁₂N₂O₃S

Peso molecolare: 216.2575

Ref: 41-Y0000889

Amoxicillin 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: 551-16-6

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₈H₁₂N₂O₃S

Colore e forma: White Cream Powder

Peso molecolare: 216.05686

Ref: 45-1031514

6-Aminopenicillanic acid

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 216.2575

Ref: IN-DA0034BO

Amoxicillin EP Impurity A (Sulbactam EP Impurity B, Piperacillin EP Impurity H, Flucloxacillin EP Impurity C, Amoxicillin USP Related Compound A, 6-Aminopenicillanic Acid)

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Colore e forma: White To Off-White Solid

Peso molecolare: 216.26

Ref: 4Z-A-233

6-Aminopenicillanic acid

CAS: 551-16-6

6-Aminopenicillanic acid ,with CAS No. 551-16-6, is a fragment molecule that serves as an important scaffold for molecular linking, expansion, and modification. 6-Aminopenicillanic acid 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.

Formula: C₈H₁₂N₂O₃S

Colore e forma: Off White Powder Solid Powder

Peso molecolare: 216.257

Ref: TM-PDK0270

6-Aminopenicillanic acid

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Purezza: 97.0 - 103.0 %

Colore e forma: White to off-white powder

Peso molecolare: 216.26

Ref: 7W-GA3817

(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (6-Aminopenicillanic Acid)

Prodotto controllato

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Colore e forma: Neat

Peso molecolare: 216.26

Ref: 86-MM0026.04

(2S,5R,6R)-(+)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS: 551-16-6

(2S,5R,6R)-(+)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Formula: C₈H₁₂N₂O₃S

Purezza: 95%

Colore e forma: White to cream Solid-Powder

Peso molecolare: 216.25748

Ref: 54-OR28860

Amoxicillin (2R)-Piperazine-2,5-dione

CAS: 551-16-6

Formula: C₁₆H₁₉N₃O₅S

Peso molecolare: 365.40

Ref: 4Z-A-2337

Amoxicillin EP Impurity A

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Peso molecolare: 216.26

Ref: ST-EA-CP-A20001

Ampicillin EP Impurity A

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Peso molecolare: 216.3

Ref: ST-EA-CP-A59030

(+)-6-Aminopenicillanic Acid

CAS: 551-16-6

Impurity Ampicillin EP Impurity A ; Amoxicillin USP Related Compound A
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.
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);

Formula: C₈H₁₂N₂O₃S

Colore e forma: Neat

Peso molecolare: 216.26

Ref: TR-A618895

6-Aminopenicillanic acid

CAS: 551-16-6

(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Formula: C₈H₁₂N₂O₃S

Purezza: 95%

Peso molecolare: 216.26

Ref: IN-DG21407

(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

CAS: 551-16-6

Formula: C₈H₁₂N₂O₃S

Purezza: 95.0%

Colore e forma: Solid, Beige powder

Peso molecolare: 216.26

Ref: 10-F057763

(+)-6-Aminopenicillanic Acid-d3

Prodotto controllato

CAS: 551-16-6

Formula: C₈D₃H₉N₂O₃S

Colore e forma: Neat

Peso molecolare: 219.276

Ref: TR-A618897

6-Aminopenicillanic acid

CAS: 551-16-6

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.

Formula: C₈H₁₂N₂O₃S

Purezza: Min. 95%

Colore e forma: White Powder

Peso molecolare: 216.26 g/mol

Ref: 3D-FA36389