Interesting facts
Interesting Facts about (2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
This fascinating compound is an intriguing member of the class of molecules known as beta-lactam antibiotics, which are best known for their antibacterial properties. Here are some interesting points about this compound:
- Structural Complexity: The unique bicyclic structure of this compound includes a thiazolidine ring, contributing to its potent biological activity. The presence of multiple stereogenic centers indicates a rich stereochemistry that can significantly affect its interaction with biological targets.
- Mechanism of Action: Like other beta-lactam antibiotics, this compound functions by inhibiting bacterial cell wall synthesis. Its action involves binding to penicillin-binding proteins (PBPs), which are crucial for cell wall integrity, ultimately leading to cell lysis and death of the bacteria.
- Pharmacological Relevance: The structural features of this antibiotic allow it to target a wide range of Gram-positive and some Gram-negative bacteria, making it a valuable compound in the arsenal against bacterial infections.
- Analytical Techniques: Scientists often utilize techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS) to elucidate and confirm the intricate structure of this compound, providing insights into its behavior and efficacy in biological systems.
- Research Implications: Ongoing studies are focused on modifying the structure of this compound to improve its pharmacokinetic and pharmacodynamic properties, potentially leading to the development of new and more effective antibiotics.
In the realm of medicinal chemistry, the exploration of compounds like this one not only enhances our understanding of bacterial resistance but also paves the way for innovative therapeutic solutions. As aptly stated by scientists, “The chemistry of life is the chemistry of change,” and this compound stands as a testament to that dynamic process.
Synonyms
ampicillin
69-53-4
Aminobenzylpenicillin
Ampicillin acid
Ampicilline
Tokiocillin
Omnipen
Amcill
Ampicillin Anhydrous
Pentrexyl
Semicillin
Ultrabion
anhydrous ampicillin
Ampicilina
Ampicillinum
Amfipen
Synpenin
Novo-ampicillin
D-Ampicillin
Principen
Bonapicillin
Totalciclina
Adobacillin
Amblosin
Ampifarm
Ampipenin
Ampiscel
Amplacilina
Amplipenyl
Amplisom
Amplital
Britacil
Copharcilin
D-(-)-Ampicillin
Delcillin
Doktacillin
Duphacillin
Grampenil
Guicitrina
Norobrittin
Orbicilina
Penbristol
Penbrock
Penicline
Pentrexl
Rosampline
Roscillin
Servicillin
Sumipanto
Texcillin
Trifacilina
Ultrabron
Viccillin
Ampicil
Ampicin
Ampimed
Ampisyn
Ampivax
Ampivet
Binotal
Nuvapen
Penimic
Pentrex
Ponecil
Tolomol
Totapen
Vampen
Cimex
Supen
Ampicillin A
Ampicillin anhydrate
Penbritin
Pfizerpen A
SK-Ampicillin
Amipenix S
Ampi-bol
Amfipen V
Pen Ampil
QIDamp
Ampi-Tab
D-Cillin
Olin Kid
Ampi-Co
Ampichel
Campicillin
Divercillin
Lifeampil
Princillin
Racenacillin
Acillin
Ampikel
Amplin
Morepen
Pensyn
Semicillin R
Totacillin
Pen A
Ampy-Penyl
Ro-Ampen
Ampicillina
Penbritin paediatric
Austrapen
Bayer 5427
Ampicillin, anhydrous
Ampicillina [DCIT]
D-(-)-alpha-Aminobenzylpenicillin
AB-PC
D-(-)-alpha-Aminopenicillin
ABPC
AY-6108
Ampicilina [INN-Spanish]
Ampicilline [INN-French]
Ampicillinum [INN-Latin]
AB-PC Sol
Deripen
Wypicil
Alpen
BRL 1341
P-50
Redicilin
NSC-528986
Pfizerpen-A
KS-R1
Ampicillin (anhydrous)
BRL-1341
D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acid
HI 63
6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid
NSC 528986
BA 7305
WY-5103
CHEBI:28971
HSDB 3009
Penicillin, (aminophenylmethyl)-
SQ 17382
EINECS 200-709-7
MFCD00005175
Guicitrine
Ampen
AY 6108
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
DTXSID4022602
UNII-7C782967RD
Ampicillin hydrate
Alpha-Aminobenzylpenicillin
7C782967RD
WY 5103
MLS000028405
DTXCID202602
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]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-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta(S*)))-
Ukapen
EC 200-709-7
AMPI
NSC528986
(2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
P 50
SMR000058352
Ampicillin Base
AMPICILLIN (IARC)
AMPICILLIN [IARC]
Penicillin, Aminobenzyl
AMPICILLIN (MART.)
AMPICILLIN [MART.]
(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-6-[(R)-2-Amino-2-phenylacetamido]-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-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, D-(-)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate,(2S,5R,6R)-
ampicillanyl
AMPICILLIN (EP MONOGRAPH)
AMPICILLIN [EP MONOGRAPH]
AMPICILLIN (USP MONOGRAPH)
AMPICILLIN [USP MONOGRAPH]
Ampicillin [USAN:BAN:INN:JAN]
6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid
CAS-69-53-4
(2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]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-(((2R)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
Omnipen (TN)
Totacillin (sodium)
Aminobenzyl Penicillin
SULTAMICILLIN IMPURITY C (EP IMPURITY)
SULTAMICILLIN IMPURITY C [EP IMPURITY]
C16H19N3O4S
Ampicillin (USP/INN)
vidopen
Vidocillin
Marcillin
Pentritin
D-(-)-.alpha.-Aminobenzylpenicillin
6beta-((2R)-2-amino-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid
Ampicillin,(S)
D(-)-ALPHA-AMINOBENZYLPENICILLIN
NCGC00018160-02
(2S,5R,6R)-6-(((2R)-2-amino-2-phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S,5R,6R)-6-(((2R)-2-AMINO-2-PHENYLETHANOYL)AMINO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
(2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Ampicillin [USAN:USP:INN:BAN:JAN]
Ampicillin (Standard)
VICILLIN S
Spectrum_000050
1h8s
AY 6108
AMPICILLIN [MI]
AMPICILLIN [INN]
D-a-Aminobenzylpenicillin
Opera_ID_1630
Prestwick0_000114
Prestwick1_000114
Prestwick2_000114
Prestwick3_000114
Spectrum2_000769
Spectrum3_000301
Spectrum4_000149
Spectrum5_000814
AMPICILLIN [HSDB]
AMPICILLIN [USAN]
AMPICILLIN [VANDF]
CHEMBL174
Epitope ID:115008
Epitope ID:116057
SCHEMBL3526
AMPICILLIN [USP-RS]
AMPICILLIN [WHO-DD]
AMPICILLIN [WHO-IP]
BSPBio_000128
BSPBio_001862
KBioGR_000598
KBioSS_000430
Anhydrous ampicillin (JP18)
MLS001074168
BIDD:GT0184
DivK1c_000466
D-(-)--Aminobenzylpenicillin
SPBio_000818
SPBio_002067
Ampicillin, analytical standard
Ampicillin - Bio-X trade mark
BPBio1_000142
CHEBI:53713
GTPL10896
HY-B0522R
KBio1_000466
KBio2_000430
KBio2_002998
KBio2_005566
KBio3_001362
J01CA01
S01AA19
NINDS_000466
ANHYDROUS AMPICILLIN [JAN]
HMS2090I11
HMS2233H23
Ampicillin acid; Principen; Amcill
AMPICILLINUM [WHO-IP LATIN]
HY-B0522
Tox21_113049
Tox21_301416
BDBM50350465
AMPICILLIN ANHYDROUS [WHO-IP]
AKOS015888156
Tox21_113049_1
AA17890
AC-8805
DB00415
IDI1_000466
SMP1_000211
AMPICILLIN ANHYDROUS [GREEN BOOK]
NCGC00023282-05
NCGC00023282-06
NCGC00023282-21
NCGC00023282-22
NCGC00178944-03
NCGC00248937-01
NCGC00255127-01
BA166034
SBI-0051283.P003
6-(a-Aminophenylacetamido)penicillanic acid
NS00120255
C06574
D00204
EN300-127654
6-[D(-)-a-Aminophenylacetamido]penicillanic acid
AMPICILLIN ANHYDROUS, PHARMACEUTICAL GRADE
Q244150
6-D(-)-alpha-Aminophenylacetamido-penicillanic acid
Ampicillin 1000 microg/mL in Acetonitrile:Methanol
PIPERACILLIN SODIUM IMPURITY A [EP IMPURITY]
BRD-K68432770-001-08-0
BRD-K68432770-236-19-9
BRD-K68432770-236-20-7
BRD-K68432770-236-21-5
BRD-K68432770-236-22-3
BRD-K68432770-236-23-1
BRD-K68432770-341-05-6
Ampicillin, anhydrous, 96.0-100.5% (anhydrous basis)
Z1603854590
Ampicillin, United States Pharmacopeia (USP) Reference Standard
Anhydrous ampicillin, British Pharmacopoeia (BP) Reference Standard
Ampicillin, anhydrous, European Pharmacopoeia (EP) Reference Standard
(2S,5R,6R)-6-((2R)-2-Amino-2-phenylacetylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S,5R,6R)-6-[(R)-2-Amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;AY 6108;Alb ipen
(2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC
200-709-7
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINOPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9CI
Solubility of (2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
The solubility of the compound with the formula C16H18N2O4S is influenced by various factors including its molecular structure and functional groups. Here are some key points to note:
In summary, while the compound may exhibit some level of solubility in polar solvents, the interplay between its hydrophilic and hydrophobic parts presents a unique challenge. As one might conclude, the solubility is likely to be moderate, making it suitable for further studies on its interactions in biological systems.