CAS 551-16-6

Ácido 6-aminopenicilánico

Descripción:

Ácido 6-aminopenicilánico (6-APA) es un intermediario crucial en la síntesis de antibióticos de penicilina. Es un compuesto beta-lactámico caracterizado por una estructura bicíclica que incluye un anillo de tiazolidina y un anillo beta-lactámico. La presencia de un grupo amino en la posición 6 es esencial para su actividad biológica, ya que permite la modificación de la molécula para crear varios derivados de penicilina. El 6-APA es típicamente un polvo cristalino blanco a blanco amarillento que es soluble en agua y exhibe un perfil de solubilidad dependiente del pH. Es estable en condiciones ácidas, pero puede hidrolizarse en ambientes alcalinos. El compuesto desempeña un papel significativo en aplicaciones farmacéuticas, particularmente en el desarrollo de penicilinas semisintéticas, que están diseñadas para mejorar la eficacia antibacteriana y ampliar el espectro de actividad contra cepas bacterianas resistentes. Debido a su importancia en la producción de antibióticos, el 6-APA es un enfoque clave en la química medicinal y la investigación farmacéutica.

Fórmula: 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

Clave InChI: InChIKey=NGHVIOIJCVXTGV-ALEPSDHESA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](N)C2=O)(SC1(C)C)[H]

Sinónimos:

• (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

Fórmula: C₈H₁₂N₂O₃S

Pureza: >98.0%(HPLC)

Forma y color: White to Light yellow to Dark green powder to crystal

Peso molecular: 216.26

Ref: 3B-A0800

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

CAS: 551-16-6

Fórmula: C8H12N2O3S

Pureza: +90%

Peso molecular: 216.26

Ref: ZB-AMXL-A

FLUCLOXACILLIN IMPURITY C CRS

CAS: 551-16-6

FLUCLOXACILLIN IMPURITY C CRS

Fórmula: C₈H₁₂N₂O₃S

Peso molecular: 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

Fórmula: C₈H₁₂N₂O₃S

Forma y color: White Cream Powder

Peso molecular: 216.05686

Ref: 45-1031514

6-Aminopenicillanic acid

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Pureza: 95%

Forma y color: Solid

Peso molecular: 216.2575

Ref: IN-DA0034BO

Amoxicillin EP Impurity A (Sulbactam EP Impurity B, Piperacillin EP Impurity H, Amoxicillin USP Related Compound A)

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Forma y color: White To Off-White Solid

Peso molecular: 216.26

Ref: 4Z-A-233

6-Aminopenicillanic acid

CAS: 551-16-6

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.

Fórmula: C₈H₁₂N₂O₃S

Forma y color: Off White Powder Solid Powder

Peso molecular: 216.257

Ref: TM-PDK0270

6-Aminopenicillanic acid

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Pureza: 97.0 - 103.0 %

Forma y color: White to off-white powder

Peso molecular: 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)

Producto controlado

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Forma y color: Neat

Peso molecular: 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

Fórmula: C₈H₁₂N₂O₃S

Pureza: 95%

Forma y color: white solid

Peso molecular: 216.26g/mol

Ref: 54-OR28860

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

CAS: 551-16-6

Fórmula: C₁₆H₁₉N₃O₅S

Peso molecular: 365.40

Ref: 4Z-A-2337

Ampicillin EP Impurity A

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Peso molecular: 216.3

Ref: ST-EA-CP-A59030

Amoxicillin EP Impurity A

CAS: 551-16-6

Fórmula: C₈H₁₂N₂O₃S

Peso molecular: 216.26

Ref: ST-EA-CP-A20001

(+)-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);

Fórmula: C₈H₁₂N₂O₃S

Forma y color: Off-White

Peso molecular: 216.26

Ref: TR-A618895

(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

Fórmula: C₈H₁₂N₂O₃S

Pureza: 95.0%

Forma y color: Solid, Beige powder

Peso molecular: 216.26

Ref: 10-F057763

(+)-6-Aminopenicillanic Acid-d3

Producto controlado

CAS: 551-16-6

Fórmula: C₈D₃H₉N₂O₃S

Forma y color: Neat

Peso molecular: 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.

Fórmula: C₈H₁₂N₂O₃S

Pureza: Min. 95%

Forma y color: White Powder

Peso molecular: 216.26 g/mol

Ref: 3D-FA36389