4-Amino-6-chloro-1,3-benzenedisulfonamide
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4-Amino-6-chloro-1,3-benzenedisulfonamide
structure -
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CAS No:
121-30-2
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Formula:
C6H8ClN3O4S2
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Chemical Name:
4-Amino-6-chloro-1,3-benzenedisulfonamide
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Synonyms:
1,3-Benzenedisulfonamide,4-amino-6-chloro-;m-Benzenedisulfonamide,4-amino-6-chloro-;4-Amino-6-chloro-1,3-benzenedisulfonamide;1-Amino-5-chloro-2,4-benzenedisulfonamide;4-Amino-6-chloro-m-benzenedisulfonamide;Salmid;Su 5683;4-Amino-6-chlorobenzene-1,3-disulfonamide;5-Chloro-2,4-disulfamoylaniline;Chloraminophenamide;Chloroaminophenamide;Idorese;Salamid;3-Chloro-4,6-disulfamoylaniline;Salamide;Salamide (diuretic);NSC 93772;4-Amino-6-chlorobenzene-1,3-disulphonamide;27907-29-5
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CAS No:
4-Amino-6-chloro-1,3-benzenedisulfonamide Basic Attributes
285.73
285.73
204-463-1
3A52O8YREJ
93772
DTXSID1059521
29350090
Characteristics
163
-0.5
White to off-white Powder
1.584 (estimate)
254.5 °C
614.4±65.0 °C(Predicted)
325.4±34.3 °C
1.6100 (estimate)
Refrigerator
4.98E-15mmHg at 25°C
Safety Information
IRRITANT
NONH for all modes of transport
3
23/24-33-20/21
28-36/37-36/37/39-26-22
T
Stable at normal temperatures and pressures.
P260, P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P311, P312, P314, P321, P322, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
H311
|Danger|H311 (20%): Toxic in contact with skin [Danger Acute toxicity, dermal]|P260, P261, P264, P271, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P311, P312, P314, P321, P322, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 30 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
4-Amino-6-chloro-1,3-benzenedisulfonamide is a known transformation product of Hydrochlorothiazide.
2-ACBDS
4-Amino-6-chloro-1,3-benzenedisulfonamide Use and Manufacturing
M-chloroaniline is obtained by chlorosulfonation of chlorosulfonic acid and liquid chloramine.
Diuretic.
1,3-Benzenedisulfonamide, 4-amino-6-chloro-: ACTIVE
Pharmaceuticals -> Transformation products
Computed Properties
Molecular Weight:285.7
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:284.9644758
Monoisotopic Mass:284.9644758
Topological Polar Surface Area:163
Heavy Atom Count:16
Complexity:451
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
(1) Effects on water and electrolyte excretion. ① Diuretic effect, increased excretion of urinary sodium, potassium, chloride, phosphorus and magnesium, and decreased excretion of urinary calcium. The mechanism of action of this type of drug is mainly to inhibit the reabsorption of sodium chloride in the distal tubule anterior segment and the proximal tubule (less severe), thereby increasing the Na-K exchange in the distal tubule and the collecting duct, and increasing K+ secretion. Its mechanism of action is not yet fully understood. This type of drug can inhibit carbonic anhydrase activity to varying degrees, which can explain its effect on the proximal tubule. This type of drug can also inhibit phosphodiesterase activity, reduce the renal tubular uptake of fatty acids and mitochondrial oxygen consumption, thereby inhibiting the active reabsorption of Na and Cl- by the renal tubule. ② Antihypertensive effect. In addition to the diuretic and sodium excretion effects, there may be extrarenal mechanisms involved in antihypertensive effect, which may be to increase the excretion of Na in the gastrointestinal tract. (2) Effects on renal hemodynamics and glomerular filtration function. Due to the reduced reabsorption of water and Na by the renal tubules, the increased pressure within the renal tubules, and the increased water and Na flowing through the distal convoluted tubules, the macula densa is stimulated to increase the secretion of renin and angiotensin in the kidney through the tubular-glomerular reflex, causing renal vasoconstriction, a decrease in renal blood flow, contraction of the glomerular afferent and efferent arterioles, and a decrease in the glomerular filtration rate.
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4-Amino-6-chloro-1,3-benzenedisulfonamide
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