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Monalazone

Chemical compound

Pharmaceutical compound

Monalazone
Clinical data

Trade names	Naclobenz-Natrium, Spergisin, Speton
Other names	p-(Chlorosulfamoyl)benzoic acid
Routes of administration	Vaginal
Drug class	Disinfectant
ATC code	None
Identifiers
IUPAC name 4-(chlorosulfamoyl)benzoic acid
CAS Number	106145-03-3 61477-95-0 (disodium)
PubChem CID	68809
ChemSpider	62045
UNII	2UP9F49N8H
ChEMBL	ChEMBL2110958
CompTox Dashboard (EPA)	DTXSID70147532
Chemical and physical data
Formula	C₇H₆ClNO₄S
Molar mass	235.64 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1=CC(=CC=C1C(=O)O)S(=O)(=O)NCl
InChI InChI=1S/C7H6ClNO4S/c8-9-14(12,13)6-3-1-5(2-4-6)7(10)11/h1-4,9H,(H,10,11) Key:WGHSWNHOFPGMKJ-UHFFFAOYSA-N

Monalazone, used as monalazone disodium (INNTooltip International Nonproprietary Name; the disodium salt) and sold under the brand names Naclobenz-Natrium, Spergisin, and Speton, is a vaginal disinfectant or antiseptic and spermicidal contraceptive.^[1]^[2]^[3]^[4] It is a sulfonylbenzoic acid derivative and is closely related structurally to halazone.^[2] The compound was synthesized in 1937.^[1] A vaginal tablet combination of 0.125 mg estradiol benzoate and 10 mg monalazone was previously marketed under the brand name Malun 25.^[5]^[3]

1 2 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 834–. ISBN 978-1-4757-2085-3.
1 2 Morton IK, Hall JM (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 185–. ISBN 978-0-7514-0499-9.
1 2 Martindale W, Royal Pharmaceutical Society of Great Britain. Dept. of Pharmaceutical Sciences (1993). The Extra Pharmacopoeia. Pharmaceutical Press. p. 800. ISBN 978-0-85369-300-0. Monalazone disodium is an antiseptic closely related structurally to halazone (see p.796) and is used as a vaginal disinfectant and spermicide. Proprietary Names Malun N. Sperlisin. Multi-ingredient preparations. Malun.
↑ RÖMPP Lexikon Chemie. Vol. 10. Auflage, 1996–1999. Thieme. 16 July 2014. pp. 2000–2001. ISBN 978-3-13-200031-5.
↑ Leidenberger FA (17 April 2013). Klinische Endokrinologie für Frauenärzte. Springer-Verlag. pp. 527–. ISBN 978-3-662-08110-5.

v t e Antiseptics and disinfectants (D08)
Acridine derivatives	Ethacridine lactate 9-Aminoacridine Euflavine
Biguanides and amidines	Dibrompropamidine Chlorhexidine^# Propamidine Hexamidine Polihexanide
Phenol and derivatives	Hexachlorophene Policresulen Phenol Triclosan Triclocarban Chloroxylenol^# Biphenylol Fenticlor
Nitrofuran derivatives	Nitrofurazone
Iodine products	Iodine/octylphenoxypolyglycolether Povidone-iodine^# Diiodohydroxypropane
Quinoline derivatives	Dequalinium Chlorquinaldol Oxyquinoline Clioquinol
Quaternary ammonium compounds	Benzalkonium Benzethonium chloride Cetrimonium (bromide/chloride) Cetylpyridinium Cetrimide Benzoxonium chloride Didecyldimethylammonium chloride
Mercurial products	Mercuric amidochloride Phenylmercuric borate Mercuric chloride Merbromin Nitromersol Thiomersal Mercuric iodide
Silver compounds	Silver nitrate
Alcohols	Propanol (propyl alcohol) Isopropanol (isopropyl alcohol) Ethanol (ethyl alcohol)^#
Other	Potassium permanganate Sodium hypochlorite Halazone Monalazone Hydrogen peroxide Eosin Chloramine-T (tosylchloramide) Octenidine dihydrochloride
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

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