Xipamide
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Xipamide
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CAS No:
14293-44-8
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Formula:
C15H15ClN2O4S
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Chemical Name:
Xipamide
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Synonyms:
Benzamide,5-(aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-;2′,6′-Salicyloxylidide,4-chloro-5-sulfamoyl-;5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxybenzamide;Xipamide;Aquaphor (diuretic);BE 1293;Aquaphor;BEI 1293;Diurex;Diurex (Lacer);MJF 10938;Lumitens;Diurexan;Chronexan;135274-05-4
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CAS No:
Description
Off-White Solid
Xipamide is a member of benzamides.|Xipamide is a sulfonamide-based diuretic. Xipamide acts on the distal convoluted tubules. In addition, this agent has a weak inhibitory effect on carbonic anyydrase (CA).|A sulfamoylbenzamide analog of CLOPAMIDE. It is diuretic and saluretic with antihypertensive activity. It is bound to PLASMA PROTEINS, thus has a delayed onset and prolonged action.
Xipamide Basic Attributes
354.8086
354.81
238-216-4
4S9EY0NUEC
DTXSID5023744
C87708
C - Cardiovascular system
2935009090
Characteristics
118
2.9
white to beige
1.2743 (rough estimate)
256 °C
1.6100 (estimate)
DMSO: soluble20mg/mL, clear
Refrigerator
Safety Information
NONH for all modes of transport
3
36/37/38
26
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H302 (15.56%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)|Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)
Xipamid
Xipamide Use and Manufacturing
General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.General procedure: The complexes [Ti(XPD)2(H2O)2]Cl (1), [Ni(XPD)2(H2O)2] (2), [ZrO(XPD)2H2O]·H2O (2), [Pd(XPD)2(H2O)2]·H2O(4), [Ce(XPD)2SO4] (5), and [UO2(XPD)2]·3H2O (6) were synthesized as follows: 0.5 mmol of the corresponding metal salt, TiCl3, NiSO4·6H2O, ZrOCl2·8H2O, PdCl2, Ce(SO4)2, or UO2(NO3)2·6H2O, was dissolved in 20 mL of bidistilled water and added to 1mmol (0.35 g) of XPD and 1 mmol (0.40 g) of NaOHin 25 mL of acetone. The mixture was stirred at room temperature for 3 days, and then left for slow evaporation. The formed precipitates were filtered off, washed several times with bidistilled water, and dried over CaCl2 in a desiccator under vacuum.
Xipamide is a diuretic and antihypertensive agent.
Computed Properties
Molecular Weight:354.8
XLogP3:2.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:354.0441058
Monoisotopic Mass:354.0441058
Topological Polar Surface Area:118
Heavy Atom Count:23
Complexity:526
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes