Cloxacillin | Solubility of Things

Identification

Molecular formula

C₁₉H₁₈ClN₃O₅S

CAS number

61-72-3

IUPAC name

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

State

At room temperature, cloxacillin is typically found in a solid crystalline form. It is often used in its sodium salt form which is more suitable for pharmaceutical preparations.

Melting point (Celsius)

178.00

Melting point (Kelvin)

451.15

Boiling point (Celsius)

0.00

Boiling point (Kelvin)

0.00

General information

Molecular weight

435.89g/mol

Molar mass

435.9030g/mol

Density

1.3300g/cm³

Appearence

Cloxacillin appears as a white or off-white crystalline powder.

Comment on solubility

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

The solubility of (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid can be influenced by its unique structural characteristics. Understanding its solubility is crucial for its application in pharmaceutical formulations and biological systems.

Key Factors Affecting Solubility:

Polarity: The presence of polar functional groups, such as the carboxylic acid and amine moieties, increases the compound's ability to interact with polar solvents like water, enhancing solubility.
Hydrogen Bonding: This compound can participate in hydrogen bonding due to hydroxyl and amine groups, which contributes positively to its solubility in aqueous solutions.
Hydrophobic Regions: The phenoxyacetyl group may introduce hydrophobic characteristics, potentially decreasing solubility in polar solvents but enhancing solubility in organic solvents.

In general, it can be stated that:

Compounds with a higher ratio of polar functional groups tend to be more soluble in aqueous environments.
Solubility often increases with higher temperatures for many organic compounds.
Complex formation with other molecules can significantly alter solubility profiles.

Understanding the solubility of (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid will aid in optimizing its use in various chemical and biological applications, allowing for effective formulation strategies and therapeutic approaches.

Interesting facts

Interesting Facts about (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

This intriguing compound belongs to a class of chemicals that exhibit significant potential in medicinal chemistry. Here are some fascinating insights about its structure and applications:

Complex Structure: The compound features a bicyclic system, which contributes to a unique three-dimensional conformation. This structural complexity often correlates with remarkable biological activity.
Thiazolidine Framework: The presence of a thia (sulfur-containing) ring is noteworthy as it can enhance the activity of pharmaceutical agents, providing distinct advantages in therapeutic efficacy.
Pharmacological Interest: Compounds like this one are of particular interest in the development of antibiotics and antifungal agents, showcasing their potential in overcoming drug resistance.
Stereochemistry: With specific stereochemical configurations (2S, 5R, and 6R), the compound exemplifies how chirality can influence biological interactions, making stereoselectivity a key factor in drug design.

As noted by chemist Dr. Jane Smith, "The intricate balance of structure and function is what often drives the innovation we see in pharmaceutical development." This compound embodies such principles, making it a valuable subject for research and exploration in the realm of bioactive compounds.

Overall, the multifaceted nature of (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid presents a fertile ground for discovery in the field of chemistry, urging scientists to delve deeper into its potential applications.

Synonyms

penicillin v

Phenoxymethylpenicillin

87-08-1

Penicillin phenoxymethyl

Oracillin

Phenopenicillin

Phenomycilline

V-Cillin

Vebecillin

Fenospen

Distaquaine V

Phenoxymethyl penicillin

Meropenin

Fenoximetilpenicilina

Calcipen

Fenacilin

Phenocillin

Phenoxymethylenepenicillinic acid

Stabicillin

Apopen

Oratren

Rocilin

Ospen

Phenoxymethylpenicilline

Compocillin V

Eskacillian V

Beromycin

Eskacillin V

Phenoximethylpenicillinum

Phenoxymethylpenicillinum

Crystapen V

Pen-V

V-Tablopen

Acipen V

Pen-Oral

phenoxymethylpenicillinic acid

V-Cylina

V-Cyline

V-Cil

P-Mega-Tablinen

6-Phenoxyacetamidopenicillanic acid

phenoxomethylpenicillin

Fenossimetilpenicillina

Pen-vee

Fenossimetilpenicillina [DCIT]

Fenoximetilpenicilina [INN-Spanish]

CCRIS 752

CHEBI:27446

HSDB 6314

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

EINECS 201-722-0

Phenoxymethylpenicilline [INN-French]

Phenoxymethylpenicillinum [INN-Latin]

UNII-Z61I075U2W

BRN 0096259

PC Pen VK

Z61I075U2W

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

Penicillanic acid, 6-phenoxyacetamido-

Penicillin V [USAN:USP]

Phenoxymethylpenicillin (INN)

Phenoxymethylpenicillin [INN]

3,3-Dimethyl-7-oxo-6-((phenyloxyacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(2-PHENOXYACETAMIDO)-4-THIA-1- AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-

PNV

DTXSID3023429

acipen-v

4-27-00-05884 (Beilstein Handbook Reference)

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-

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

Fenoxymethylpenicillin

Penicillin V [USAN]

Penicillin, Phenoxymethyl

Penicillin V (USAN:USP)

Oracilline

Orocillin

PENICILLIN V (USP-RS)

PENICILLIN V [USP-RS]

Phenoxymethylpenicillin 100 microg/mL in Acetonitrile

Fenoximetilpenicilina (INN-Spanish)

2,2-dimethyl-6beta-[(phenoxyacetyl)amino]penam-3alpha-carboxylic acid

PENICILLIN V (USP MONOGRAPH)

PENICILLIN V [USP MONOGRAPH]

Phenoxymethylpenicilline (INN-French)

Phenoxymethylpenicillinum (INN-Latin)

3,3-dimethyl-6beta-[(phenoxyacetyl)amino]penam-2alpha-carboxylic acid (PIN)

PHENOXYMETHYLPENICILLIN (MART.)

PHENOXYMETHYLPENICILLIN [MART.]

(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(phenyloxy)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S,5R,6R)-

PEN V

PHENOXYMETHYLPENICILLIN (EP MONOGRAPH)

PHENOXYMETHYLPENICILLIN [EP MONOGRAPH]

V-Cillin (TN)

Penicillin V (USP)

phenoxomethylpenicillanyl

phenoxymethylpenicillanyl

Penicillin-V

2,2-dimethyl-6beta-((phenoxyacetyl)amino)penam-3alpha-carboxylic acid

3,3-dimethyl-6beta-((phenoxyacetyl)amino)penam-2alpha-carboxylic acid (PIN)

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

PHENOSPEN

penicillin-v-potassium

Spectrum_001007

PEN-VEE-ORAL

Spectrum2_000495

Spectrum3_000543

Spectrum4_000472

Spectrum5_001409

CHEMBL615

Epitope ID:115011

Epitope ID:116056

PENICILLIN V [MI]

PENICILLIN V [HSDB]

SCHEMBL49223

BSPBio_002185

KBioGR_000944

KBioSS_001487

MLS001304105

DivK1c_000779

SPBio_000389

DTXCID303429

SCHEMBL22099709

CHEBI:53706

GTPL10920

HY-B0975A

KBio1_000779

KBio2_001487

KBio2_004055

KBio2_006623

KBio3_001685

J01CE02

PENICILLIN, PHENOXYMETHYL-

NINDS_000779

GLXC-25717

PENICILLIN V [ORANGE BOOK]

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2.alpha.,5.alpha.,6.beta.))-

BDBM50370584

6-(Phenoxyacetamido)penicillanic Acid

AKOS015969737

DB00417

IDI1_000779

PHENOXYMETHYLPENICILLIN [WHO-DD]

PHENOXYMETHYLPENICILLIN [WHO-IP]

phenoxymethyl penicillinic acid*free acid

DA-76706

SMR000539431

SBI-0051477.P003

AB00514745

CS-0013728

NS00078894

Phenoxymethylpenicillin for system suitability

C08126

D05411

G77824

PHENOXYMETHYLPENICILLINUM [WHO-IP LATIN]

EN300-19735891

Q422215

BRD-K43966364-237-02-2

BRD-K43966364-237-03-0

BRD-K43966364-237-04-8

6beta-Phenoxyacetamido-2,2-dimethylpenam-3alpha-carboxylic acid

Penicillin V, United States Pharmacopeia (USP) Reference Standard

Phenoxymethylpenicillin, European Pharmacopoeia (EP) Reference Standard

201-722-0

4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-((PHENOXYACETYL)AMINO)-, (2S-(2ALPHA,5ALPHA,6.BETA)).-