Penicillin G sodium salt

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Penicillin G sodium salt
Category Antibiotics
Catalog number BBF-02674
CAS 69-57-8
Molecular Weight 356.37
Molecular Formula C16H17N2NaO4S
Purity 98%

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Description

It is produced by the strain of Penicillium notatum NRRL 1209, Pen. chrysogenum NRRL 1951. It has strong activity of anti-gram-positive bacteria and spirochetes, and has weak anti-gram-negative bacteria activity. It is widely used in clinical practice.

Specification

Related CAS 61-33-6 (free acid) 39325-01-4 (sodium) 69-57-8 (sodium) 113-98-4 (potassium)
Synonyms (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt; 3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Monosodium Salt; American Penicillin; Benzylpenicillin Sodium; Benzylpenicillin Sodium Salt; Benzylpenicillinic Acid Sodium Salt; Crystapen; Ethacillin; Monocillin; Monosodium Benzylpenicillin; Mycofarm; Nalpen G; Nobak; Novocillin; Pen-A-Brasive; Penicillin G Sodium; Penilaryn; Sodium 6-(Phenylacetamido)penicillanate; Sodium Benzylpenicillin; Sodium Benzylpenicillin G; Sodium Penicillin; Sodium Penicillin G; NSC 69877; NSC-69877; NSC69877; 7-NO2-ICA
Storage Store at 2-8°C
IUPAC Name sodium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[Na+]
InChI InChI=1S/C16H18N2O4S.Na/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
InChI Key FCPVYOBCFFNJFS-LQDWTQKMSA-M
Source Penicillium sp.

Properties

Appearance Colorless Amorphous Powder
Application Anti-Bacterial Agents
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 663.3 °C at 760 mmHg
Melting Point > 209 °C (dec.)
Density 1.410 g/cm3 (Predicted)
Solubility Soluble in DMSO, Methanol, Water

Reference Reading

1.Serotype distribution and antimicrobial susceptibility pattern in children≤5years with invasive pneumococcal disease in India - A systematic review.
Singh J;Sundaresan S;Manoharan A;Shet A Vaccine. 2017 Aug 16;35(35 Pt B):4501-4509. doi: 10.1016/j.vaccine.2017.06.079. Epub 2017 Jul 12.
BACKGROUND: ;Streptococcus pneumoniae is a leading cause of childhood diseases that result in significant morbidity and mortality in India. Commercially licensed and available pneumococcal conjugate vaccines (PCVs) include ten (PCV-10) and 13 (PCV-13) pneumococcal serotypes. Vaccines with other serotype combinations are under development. Reviewing and reporting trends and distribution of pneumococcal serotypes causing invasive pneumococcal disease in India will be useful for policy making as PCV is being introduced into India's universal immunization program.;METHODS: ;We conducted a systematic literature review of hospital based observational studies (both peer reviewed and gray literature published in English) from India available from January 1990 to December 2016. Studies that documented data on the prevalence of serotype distribution and the antimicrobial resistance pattern of S. pneumoniae in children≤5years of age were included.;RESULT: ;We screened a total number of 116 studies, of which 109 studies were excluded. Final analysis included seven studies. The most frequent pneumococcal serotypes causing invasive disease among children≤5years were 14, 1, 19F, 6B, 5, 6A, 9V and 23F.
2.A double-blind comparison of clindamycin with penicillin plus chloramphenicol in treatment of septic abortion.
Chow AW;Marshall JR;Guze LB J Infect Dis. 1977 Mar;135 Suppl:S35-9.
The responses to therapy with either clindamycin alone or penicillin plus chloramphenicol in 77 patients with septic abortions were compared in a randomized, double-blind study. Although fever index and duration of hospitalization were similar for both groups of patients, significantly more patients in the group that received clindamycin developed major complications (P less than 0.05). This is believed to result from clindamycin's lack of activity against aerobic gram-negative bacilli. Aggressive management that included early uterine evacuation and broad-spectrum antibiotics effective against both aerobic and anaerobic bacteria was the key to reduced morbidity and mortality rates in treatment of septic abortion. For patients treated with clindamycin, early uterine evacuation appeared more important than antibiotic therapy (P less than 0.005). Bacteremia was documented in a total of 29 patients (38%). Bacteremia was polymicrobial in eight patients (28%) and involved anaerobes exclusively in 18 (62%), aerobes exclusively in nine (31%), and both aerobes and anaerobes in two (7%). The organisms most frequently isolated were Bacteroides (other than Bacteroides fragilis), Peptostreptococcus, and Escherichia coli.
3.Erythromycin and penicillin resistance mechanisms among viridans group streptococci isolated from blood cultures of adult patients with underlying diseases.
Ergin A;Eser ÖK;Hasçelik G New Microbiol. 2011 Apr;34(2):187-93. Epub 2011 Apr 30.
The aim of the study was to evaluate the species distribution, antimicrobial susceptibility and erythromycin-penicillin resistance mechanisms of viridans streptococci (VGS) isolates from blood cultures of adult patients with underlying diseases. Fifty VGS blood culture isolates were screened for their antibiotic susceptibilities against penicillin G, erythromycin and tetracycline by E-test. Clindamycin, cefotaxime, chloramphenicol, levofloxacin, linezolid and vancomycin susceptibility were performed by broth microdilution method. Erythromycin and penicillin resistance genotypes, ermB and mefA/E, pbp1a, pbp2b and pbp2x are amplified using PCR method. The clinical isolates included Streptococcus mitis (n. 19), S.oralis (n. 13), S.sanguinis, S.parasanguinis (n. 6, each), S.salivarius, S.vestibularis (n. 2, each), S.constellatus, S.sobrinus (n. 1, each). The percentage resistance against erythromycin and penicillin was 36% and 30%, respectively. The genotypic carriage rate of erythromycin resistance genes were: 56% ermB, 28% mefE, 8% ermB+mefE. Penicillin-resistant isolates carried pbp2b (33.3%) and pbp2x (20%) genes. Twenty-four VGS isolates were recovered from patients with cancer. S.

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