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Chemical Compound Review

Benzatin     N,N'-dibenzylethane-1,2- diamine

Synonyms: Benzathine, DBED, SureCN5764, PubChem20406, CHEMBL193646, ...
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Disease relevance of NSC5632


Psychiatry related information on NSC5632


High impact information on NSC5632


Chemical compound and disease context of NSC5632


Biological context of NSC5632


Anatomical context of NSC5632


Associations of NSC5632 with other chemical compounds


Gene context of NSC5632

  • Treatment with intramuscular benzathine penicillin 2.4 million units stat, or 600,000 units procaine penicillin daily does not produce treponemicidal levels within the CSF [29].
  • Need for injection benzathine penicillin-9 lacs [30].
  • In 2340 adult patients above the age of 26 years with rheumatic valvular disease (RHD) seen since 1987, injection benzathine penicillin (once in 3 weeks) was discontinued and the patients were followed for evidence of rheumatic fever for a period of one to nine years (mean of 3 years) [31].
  • Initially benzathine penicillin 1.2 million units, was given I.M. AST fortnightly [32].
  • BACKGROUND: Pilot studies suggest that a single, 2-g oral dose of azithromycin may be an alternative to a 2.4-MU intramuscular dose of penicillin G benzathine in the prevention and treatment of syphilis [33].

Analytical, diagnostic and therapeutic context of NSC5632


  1. Alteration in the natural history of neurosyphilis by concurrent infection with the human immunodeficiency virus. Johns, D.R., Tierney, M., Felsenstein, D. N. Engl. J. Med. (1987) [Pubmed]
  2. Neurologic relapse after benzathine penicillin therapy for secondary syphilis in a patient with HIV infection. Berry, C.D., Hooton, T.M., Collier, A.C., Lukehart, S.A. N. Engl. J. Med. (1987) [Pubmed]
  3. Successful parenteral penicillin therapy of established Lyme arthritis. Steere, A.C., Green, J., Schoen, R.T., Taylor, E., Hutchinson, G.J., Rahn, D.W., Malawista, S.E. N. Engl. J. Med. (1985) [Pubmed]
  4. Hyperendemic Streptococcus pyogenes infection despite prophylaxis with penicillin G benzathine. Gray, G.C., Escamilla, J., Hyams, K.C., Struewing, J.P., Kaplan, E.L., Tupponce, A.K. N. Engl. J. Med. (1991) [Pubmed]
  5. An analysis of the cost-effectiveness of pharyngitis management and acute rheumatic fever prevention. Tompkins, R.K., Burnes, D.C., Cable, W.E. Ann. Intern. Med. (1977) [Pubmed]
  6. Patient compliance with prophylactic benzathine penicillin for rheumatic fever. Rolston, D.D., Brahmadathan, K.N., Koshi, G., Cherian, G. Med. J. Aust. (1981) [Pubmed]
  7. A randomized trial of enhanced therapy for early syphilis in patients with and without human immunodeficiency virus infection. The Syphilis and HIV Study Group. Rolfs, R.T., Joesoef, M.R., Hendershot, E.F., Rompalo, A.M., Augenbraun, M.H., Chiu, M., Bolan, G., Johnson, S.C., French, P., Steen, E., Radolf, J.D., Larsen, S. N. Engl. J. Med. (1997) [Pubmed]
  8. Purulent rectal discharge associated with a nontreponemal spirochete. Kaplan, L.R., Takeuchi, A. JAMA (1979) [Pubmed]
  9. Azithromycin compared with penicillin G benzathine for treatment of incubating syphilis. Hook, E.W., Stephens, J., Ennis, D.M. Ann. Intern. Med. (1999) [Pubmed]
  10. Effect of human immunodeficiency virus (HIV) infection on the course of syphilis and on the response to treatment. Musher, D.M., Hamill, R.J., Baughn, R.E. Ann. Intern. Med. (1990) [Pubmed]
  11. Invasion of the central nervous system by Treponema pallidum: implications for diagnosis and treatment. Lukehart, S.A., Hook, E.W., Baker-Zander, S.A., Collier, A.C., Critchlow, C.W., Handsfield, H.H. Ann. Intern. Med. (1988) [Pubmed]
  12. Evaluation of rosaramicin phosphate in treatment of experimental syphilis in rabbits. Baughn, R.E., Musher, D.M., Adams, C.B., Knox, J.M. Antimicrob. Agents Chemother. (1981) [Pubmed]
  13. Evaluation of Sch 29482 in experimental syphilis and comparison with penicillin G benzathine in disseminated disease and localized infection. Baughn, R.E., Adams, C., Musher, D.M. Antimicrob. Agents Chemother. (1984) [Pubmed]
  14. Treatment of asymptomatic congenital syphilis: benzathine versus procaine penicillin G therapy. Paryani, S.G., Vaughn, A.J., Crosby, M., Lawrence, S. J. Pediatr. (1994) [Pubmed]
  15. Apparent failure of one injection of benzathine penicillin G for syphilis during pregnancy in human immunodeficiency virus-seronegative African women. Donders, G.G., Desmyter, J., Hooft, P., Dewet, G.H. Sexually transmitted diseases. (1997) [Pubmed]
  16. Late third-trimester treatment of rectovaginal group B streptococci with benzathine penicillin G. Bland, M.L., Vermillion, S.T., Soper, D.E. Am. J. Obstet. Gynecol. (2000) [Pubmed]
  17. Randomized evaluation of benzathine penicillin V twice daily versus potassium penicillin V three times daily in the treatment of group A streptococcal pharyngitis. Pharyngitis Study Group. Kaufhold, A. Eur. J. Clin. Microbiol. Infect. Dis. (1995) [Pubmed]
  18. Cefixime in the treatment of upper respiratory tract infections and otitis media. de Lalla, F. Chemotherapy. (1998) [Pubmed]
  19. Colloidal carriers for benzathine penicillin G: nanoemulsions and nanocapsules. Santos-Magalhães, N.S., Pontes, A., Pereira, V.M., Caetano, M.N. International journal of pharmaceutics. (2000) [Pubmed]
  20. Audit of the use of benzathine penicillin, post-treatment syphilis serology and partner notification of patients with early infectious syphilis. Chauhan, M., Serisha, B., Sankar, K.N., Pattman, R.S., Schmid, M.L. International journal of STD & AIDS. (2006) [Pubmed]
  21. A prolonged nursery epidemic associated with a newly recognized type of group A streptococcus. Nelson, J.D., Dillon, H.C., Howard, J.B. J. Pediatr. (1976) [Pubmed]
  22. Tissue damage caused by the intramuscular injection of long-acting penicillin. Schanzer, H., Jacobson, J.H. Pediatrics (1985) [Pubmed]
  23. Transverse myelitis from intraarterial penicillin. Stafford, W.W., Mena, H., Piskun, W.S., Weir, M.R. Neurosurgery (1984) [Pubmed]
  24. Penicillin concentrations in sera and tonsils after intramuscular administration of benzathine penicillin G to children. Peloso, U.C., De Souza, J.C., Botino, M.A., Miniti, A. Pediatr. Infect. Dis. J. (2003) [Pubmed]
  25. Clinical features of rheumatic carditis in adolescents and adults. Vun, P.N., Lien, W.P., Chen, J.J., Cheng, J.J., Chen, C.Y., Shen, M.C. J. Formos. Med. Assoc. (1990) [Pubmed]
  26. Treatment of acute streptococcal pharyngitis and prevention of rheumatic fever: a statement for health professionals. Committee on Rheumatic Fever, Endocarditis, and Kawasaki Disease of the Council on Cardiovascular Disease in the Young, the American Heart Association. Dajani, A., Taubert, K., Ferrieri, P., Peter, G., Shulman, S. Pediatrics (1995) [Pubmed]
  27. Separation and determination of the sodium, benzathine and procaine salts of benzylpenicillin by reversed phase high-performance liquid chromatography. Puttemans, M., Lippens, M., Dryon, L., Massart, D.L. Journal of pharmaceutical and biomedical analysis. (1983) [Pubmed]
  28. A randomized clinical trial of oral versus intramuscular delivery of steroids in acute exudative pharyngitis. Marvez-Valls, E.G., Stuckey, A., Ernst, A.A. Academic emergency medicine : official journal of the Society for Academic Emergency Medicine. (2002) [Pubmed]
  29. A review and update on adult syphilis, with particular reference to its treatment. Goldmeier, D., Hay, P. International journal of STD & AIDS. (1993) [Pubmed]
  30. Need for injection benzathine penicillin-9 lacs. Kumar, H. The Journal of the Association of Physicians of India. (1998) [Pubmed]
  31. Rheumatic fever chemoprophylaxis in adults. Krishnaswami, S., Joseph, G., Chandy, S.T., Rajendiran, G., Zacharias, T.U. The Journal of the Association of Physicians of India. (1998) [Pubmed]
  32. Long-term use of penicillin for the treatment of chronic plaque psoriasis. Saxena, V.N., Dogra, J. European journal of dermatology : EJD. (2005) [Pubmed]
  33. Single-dose azithromycin versus penicillin G benzathine for the treatment of early syphilis. Riedner, G., Rusizoka, M., Todd, J., Maboko, L., Hoelscher, M., Mmbando, D., Samky, E., Lyamuya, E., Mabey, D., Grosskurth, H., Hayes, R. N. Engl. J. Med. (2005) [Pubmed]
  34. Lumbar puncture in asymptomatic late syphilis. An analysis of the benefits and risks. Wiesel, J., Rose, D.N., Silver, A.L., Sacks, H.S., Bernstein, R.H. Arch. Intern. Med. (1985) [Pubmed]
  35. Syphilis in pregnancy in Tanzania. II. The effectiveness of antenatal syphilis screening and single-dose benzathine penicillin treatment for the prevention of adverse pregnancy outcomes. Watson-Jones, D., Gumodoka, B., Weiss, H., Changalucha, J., Todd, J., Mugeye, K., Buvé, A., Kanga, Z., Ndeki, L., Rusizoka, M., Ross, D., Marealle, J., Balira, R., Mabey, D., Hayes, R. J. Infect. Dis. (2002) [Pubmed]
  36. Diagnostic considerations in intra-amniotic syphilis. Glover, D.D., Winter, C.A., Charles, D., Larsen, B. Sexually transmitted diseases. (1985) [Pubmed]
  37. Epidemiology and control of acute respiratory diseases with emphasis on group A beta-hemolytic streptococcus: a decade of U.S. Army experience. Brundage, J.F., Gunzenhauser, J.D., Longfield, J.N., Rubertone, M.V., Ludwig, S.L., Rubin, F.A., Kaplan, E.L. Pediatrics (1996) [Pubmed]
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