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Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2.2BrH
Molecular Weight 402.167
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZATHINE DIHYDROBROMIDE

SMILES

Br.Br.C(CNCC1=CC=CC=C1)NCC2=CC=CC=C2

InChI

InChIKey=GAVSNOAVQTWVCO-UHFFFAOYSA-N
InChI=1S/C16H20N2.2BrH/c1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16;;/h1-10,17-18H,11-14H2;2*1H

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H20N2
Molecular Weight 240.3434
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/dosage/penicillin-g-benzathine.html | https://www.google.com/patents/WO2013184202A1

Benzathine is a diamine used as a component in some medications including benzathine phenoxymethylpenicillin and benzathine benzylpenicillin. Benzathine stabilises penicillin and prolongs its sojourn when injected into tissues. Benzathine have some hepatitis C virus inhibitorion activity in in vitro assay

Originator

Sources: Recueil des Travaux Chimiques des Pays-Bas et de la Belgique, Volume 54, Pages 93-6, Journal, 1935

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9UK99
Gene ID: 26273.0
Gene Symbol: FBXO3
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Medicine hypersensitivity--case report].
2004 Apr
Western blotting as the confirmatory test for syphilis in a patient with systemic lupus erythematosus.
2004 Apr
Investigation of DNA damage in lymphocytes exposed to benzathine penicillin G.
2004 Aug
Syphilis surveillance in France, 2000-2003.
2004 Dec
Macrolide resistance in Treponema pallidum in the United States and Ireland.
2004 Jul 8
Syphilis control--a continuing challenge.
2004 Jul 8
Maternal syphilis: pathophysiology and treatment.
2004 Jun
Benzathine penicillin formulations.
2004 Jun
Relapse of secondary syphilis after benzathine penicillin G: molecular analysis.
2004 Mar
Treatment of maternal syphilis in rural South Africa: effect of multiple doses of benzathine penicillin on pregnancy loss.
2004 Nov
[Current syphilis therapies and serological control. Commentary on the article by M. Hartmann in Hautarzt, Volume 2 (2004)].
2004 Nov
[Sydenham's chorea. A clinical analysis of 55 patients with a prolonged follow-up].
2004 Nov 1-15
[Syphilis with HIV coinfection].
2004 Oct
Syphilis in the HIV-infected patient: an update on epidemiology, diagnosis, and management.
2004 Sep
Pustulocrustaceous secondary syphilis.
2005
Assessment of a register-based rheumatic heart disease secondary prevention program in an Australian Aboriginal community.
2005 Dec
Colchicine and benzathine penicillin in the treatment of Behçet disease: a case comparative study.
2005 Dec 1
Case records of the Massachusetts General Hospital. Case 39-2005. A 63-year-old woman with a positive serologic test for syphilis and persistent eosinophilia.
2005 Dec 22
[A painful swelling of the tongue].
2005 Feb
Evaluation of syphilis in patients with HIV infection in Nigeria.
2005 Jan
Effectiveness of syphilis treatment using azithromycin and/or benzathine penicillin in Rakai, Uganda.
2005 Jan
Ionic liquids as advantageous solvents for headspace gas chromatography of compounds with low vapor pressure.
2005 Jan 15
[Hoigne's syndrome].
2005 Jan-Feb
Scleredema adultorum associated with hyperkeratosis.
2005 Jan-Feb
Acute severe mitral regurgitation during first attacks of rheumatic fever: clinical spectrum, mechanisms and prognostic factors.
2005 Jul
Ocular manifestations and treatment of syphilis.
2005 Jul-Sep
The effectiveness of long-acting penicillin (penidur) in preventing recurrences of dermatolymphangioadenitis(DLA) and controlling skin, deep tissues, and lymph bacterial flora in patients with "filarial" lymphedema.
2005 Jun
FDA strengthens labeling for long-acting penicillins.
2005 Jun
Extensive annular verrucous late secondary syphilis.
2005 Jun
Treatment for syphilis in antenatal care: compliance with the three dose standard treatment regimen.
2005 Jun
Misclassification of the stages of syphilis: implications for surveillance.
2005 Mar
Inadvertent use of Bicillin C-R to treat syphilis infection--Los Angeles, California, 1999-2004.
2005 Mar 11
Effect of testosterone replacement or duration of castration on baroreflex bradycardia in conscious rats.
2005 Mar 30
Is it possible to prevent rheumatic fever.
2005 Mar-Apr
Efficacy of intramuscular penicillin in the eradication of group B streptococcal colonization at delivery.
2005 May
Synthesis and antimycobacterial activity of ferrocenyl ethambutol analogues and ferrocenyl diamines.
2005 May 2
[The unusual wandering of lues. Did the patient infect himself by tongue kissing?].
2005 May 5
Infection with Leishmania infantum Inhibits actinomycin D-induced apoptosis of human monocytic cell line U-937.
2005 May-Jun
With this eruption, there is not a second to lues.
2005 May-Jun
[Disseminated maculopapular rash in a patient with AIDS].
2005 Nov
A case of primary syphilis in the rectum.
2005 Oct
Successful treatment of refractory thrombocytopenia with mycophenolate mofetil in a patient with systemic lupus erythematosus.
2005 Oct
Antenatal syphilis screening in sub-Saharan Africa: lessons learned from Tanzania.
2005 Sep
Azithromycin versus penicillin G benzathine for early syphilis.
2005 Sep 22
Single-dose azithromycin versus penicillin G benzathine for the treatment of early syphilis.
2005 Sep 22
Long-term use of penicillin for the treatment of chronic plaque psoriasis.
2005 Sep-Oct
Syphilis and HIV: a review for clinicians as this centuries-old disease makes a comeback.
2005 Summer
Azithromycin versus penicillin for early syphilis.
2006 Jan 12
Azithromycin versus penicillin for early syphilis.
2006 Jan 12
[Plaques opalines: a rare form of secondary syphilis of the oral mucous membrane].
2006 Jun
Patents

Sample Use Guides

0.72g (1.2 million units) IM as a single dose as Benzathine benzylpenicillin. 0.72g Benzathine benzylpenicillin contains 0.19g of Benzathine and 0.53g of benzylpenicillin
Route of Administration: Intramuscular
Huh-7 replicon cells were plated at 2000 cells/well in 40 mkL of culture media in 384-well plates. After overnight incubation, serially diluted BENZATHINE in 20 mkL of cell culture media were added. At 72 h post BENZATHINE treatment, plates with GFP expressing replicon cell lines were fixed with 2% paraformaldehyde (PFA) and applied for nuclei staining with 10 mkg/mL of Hoechst 33342 (Sigma Aldrich). Cells were visualized by fully automated confocal microscopy (Opera, PerkinElmer) and analyzed by in-house software. HCV RNA replication was measured by GFP expression and cytotoxicity was measured by nucleus counting.
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:14:24 GMT 2023
Edited
by admin
on Sat Dec 16 03:14:24 GMT 2023
Record UNII
YY76989J2K
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZATHINE DIHYDROBROMIDE
MI  
Common Name English
BENZATHINE DIHYDROBROMIDE [MI]
Common Name English
1,2-ETHANEDIAMINE, N1,N2-BIS(PHENYLMETHYL)-, HYDROBROMIDE (1:2)
Systematic Name English
Code System Code Type Description
PUBCHEM
71586813
Created by admin on Sat Dec 16 03:14:24 GMT 2023 , Edited by admin on Sat Dec 16 03:14:24 GMT 2023
PRIMARY
FDA UNII
YY76989J2K
Created by admin on Sat Dec 16 03:14:24 GMT 2023 , Edited by admin on Sat Dec 16 03:14:24 GMT 2023
PRIMARY
CAS
5741-78-6
Created by admin on Sat Dec 16 03:14:24 GMT 2023 , Edited by admin on Sat Dec 16 03:14:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID20205999
Created by admin on Sat Dec 16 03:14:24 GMT 2023 , Edited by admin on Sat Dec 16 03:14:24 GMT 2023
PRIMARY
MERCK INDEX
m2336
Created by admin on Sat Dec 16 03:14:24 GMT 2023 , Edited by admin on Sat Dec 16 03:14:24 GMT 2023
PRIMARY Merck Index