Benzathine penicilline

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Benzathine penicilline
Category Antibiotics
Catalog number BBF-03839
CAS 1538-09-6
Molecular Weight 909.12
Molecular Formula C48H56N6O8S2
Purity >98%

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Description

Benzathine penicilline is an antibiotic useful for the treatment of a number of bacterial infections, which is also known as benzathine penicillin G. It has bacteriostatic and bacteriocidal actions against most Gram-positive bacteria and Gram-negative cocci.

Specification

Synonyms Debecillin; Pendepon; Penduran
Storage Store at RT
IUPAC Name N,N'-dibenzylethane-1,2-diamine;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
InChI InChI=1S/2C16H18N2O4S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1
InChI Key BVGLIYRKPOITBQ-ANPZCEIESA-N

Properties

Appearance Crystal Solid
Application Anti-Bacterial Agents
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 663.3°C at 760 mmHg
Melting Point 123-124°C
Solubility Soluble in DMF, DMSO, Ethanol

Reference Reading

1.Multiple skin ulcers from malignant syphilis.
Li JH1, Guo H2, Gao XH2, Chen HD2. Lancet. 2015 Oct 17;386(10003):1564. doi: 10.1016/S0140-6736(15)60157-X. Epub 2015 Jul 9.
2.Lupus or syphilis? That is the question!
Duarte JA1, Henriques CC2, Sousa C3, Alves JD1. BMJ Case Rep. 2015 Jun 4;2015. pii: bcr2015209824. doi: 10.1136/bcr-2015-209824.
A 47-year-old man presented with fever, a maculopapular rash of the palms and soles, muscular weakness, weight loss, faecal incontinence, urinary retention and mental confusion with 1 month of evolution. Neurological examination revealed paraparesis and tactile hypoesthesia with distal predominance, and no sensory level. Laboratory investigations revealed a venereal disease research laboratory (VDRL) titre of 1/4 and Treponema pallidum haemagluttin antigen (TPHA) of 1/640, positive anti-nuclear antibodies of 1/640 and nephrotic proteinuria (3.6 g/24 h). Lumbar puncture excluded neurosyphilis, due to the absence of TPHA and VDRL. The diagnosis of systemic lupus erythematosus (SLE) was established and even though transverse myelitis as a rare presentation of SLE has a poor outcome, the patient improved with cyclophosphamide, high-dose corticosteroids and hydroxychloroquine. A diagnosis of secondary syphilis was also established and the patient was treated with intramuscular benzathine penicillin G.
3.Gastric Syphilis and Membranous Glomerulonephritis.
Roh M1, Sohn JH1, Kim TY1, Kim SJ1, Kim JS1, Chung SJ1, Pyo JY2, Oh YH2. Clin Endosc. 2015 May;48(3):256-9. doi: 10.5946/ce.2015.48.3.256. Epub 2015 May 29.
Syphilis is a chronic systemic infectious disease caused by the bacterium Treponema pallidum. Gastric involvement and nephrotic syndrome are uncommon but well documented complications of syphilis, but the co-occurrence of these two complications in the same patient is extremely rare. Thus, because of their nonspecific presentation, suspicion of gastric syphilis (GS) and nephrotic syndrome is essential for diagnosis. Patients should be investigated thoroughly and a diagnosis made based on clinical, endoscopic, and histological findings, in order to initiate appropriate therapy. We report of a 34-year-old male patient with a history of epigastric pain and a diagnosis of GS and syphilis-associated membranous glomerulonephritis confirmed by gastroscopy and kidney biopsy, who was treated successfully with penicillin G benzathine. This case report provides information on the typical features of GS that should help raise awareness of this rare disease entity among clinicians, resulting in earlier diagnosis and administration of appropriate therapy.
4.Syphilitic Chancre of the Lips Transmitted by Kissing: A Case Report and Review of the Literature.
Yu X1, Zheng H. Medicine (Baltimore). 2016 Apr;95(14):e3303. doi: 10.1097/MD.0000000000003303.
Primary syphilic chancre most often involved genitalia, with 12% to 14% extragenital lesions. This article describes a rare case of a female patient with labial ulcer and diagnosed as oral syphilis (OS), an uncommon presentation of primary syphilis. OS is transmitted through orogenital contact.This study is case report and literature review.We report a 27-year-old woman with painless, ulcerative, and indurated lesion on her lower lip and a 7-day history of symmetrically distributed nonpruritic macules. OS was diagnosed based on clinical presentations and serologic test and patient's oral ulcer was cured with intramuscular penicillin G benzathine. However, both the patient and her husband denied any orogenital sexual history before. In addition, her husband was also diagnosed as syphilis later in our clinic. He reported having orogenital contact with other people.Therefore, this is a rare case of OS transmitted through kissing.

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