Indapamide supplier | CasNO.26807-65-8

Name
Indapamide
EINECS 248-012-7
CAS No. 26807-65-8
Article Data8
CAS DataBase
Density 1.51 g/cm³
Solubility Soluble in ethanol. Insoluble in water
Melting Point 160-162 °C
Formula C₁₆H₁₆ClN₃O₃S
Boiling Point 110.4°C (rough estimate)
Molecular Weight 365.84
Flash Point
Transport Information
Appearance Crystalline solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Lozol (TN);Natrix;Tertensif;4-chloro-N-(2-methyl-2,3-dihydro-1H-indol-3-yl)-3-sulfamoyl-benzamide;Indapamide[3-(aminosulfonyl)-4-chloro-N-(2.3-dihydro-2-methyl-1H-indol-1-yl)benzamide];4-chloro-N-(2-methyl-2,3-dihydroindol-1-yl)-3-sulfamoyl-benzamide;S 1520;Lozol;SE 1520;Indapamide (JAN/USP);Prestwick_606;Natrix (TN);Benzamide,3-(aminosulfonyl)-4-chloro-N-(2,- 3-dihydro-2-methyl-1H-indol-1-yl)-;Indapamid;Indapamide [GMP];
PSA 100.88000
LogP 4.32040

Synthetic route

: 63968-75-2
Dehydroindapamide

: 26807-65-8
Indapamide

Conditions

Conditions	Yield
With sodium tetrahydroborate; hexachloroplatinic acid; hydrogen In ethanol at 10℃; for 1h;	99.3%

: N-amino-2-methylindoline hydrochloride

: C8H5Cl2NO5S

: 26807-65-8
Indapamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 15℃; for 6h; Temperature; Solvent;	96.89%

: 1205-30-7
4-chloro-3-sulphamoylbenzoic acid

: 6872-06-6
2-methyl indoline

: 26807-65-8
Indapamide

Conditions

Conditions	Yield
Stage #1: 2-methyl indoline With triethylamine; hydroxylamine-O-sulfonic acid at 10℃; Stage #2: 4-chloro-3-sulphamoylbenzoic acid With dicyclohexyl-carbodiimide at 15℃; for 6h; Reagent/catalyst;	95.5%

: 1-amino-2,3-dihydro-2-methyl-1H-indole mesylate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	80.5%

...Expand

: 1205-30-7
4-chloro-3-sulphamoylbenzoic acid

: 31529-46-1
1-amino-2,3-dihydro-2-methylindole

: 26807-65-8
Indapamide

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In ethanol at -12 - -4℃; for 2h;	70%

: N-amino-2-methylindoline hydrochloride

: 70049-77-3
3-(aminosulfonyl)-4-chlorobenzoyl chloride

: 26807-65-8
Indapamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	Purity (HPLC)

: 26807-65-8
Indapamide

: 592-82-5
butyl isothiocyanate

: 4-chloro-3-({[(butylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: butyl isothiocyanate In acetone for 10h; Reflux;	87%

: 26807-65-8
Indapamide

: 2131-55-7
4-Chlorophenyl isothiocyanate

: 4-chloro-3-[({[(4-chlorophenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 4-Chlorophenyl isothiocyanate In acetone for 10h; Reflux;	87%

: 26807-65-8
Indapamide

: 1544-68-9
4-fluorophenyl isothiocyanate

: 4-chloro-3-[({[(4-fluorophenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 4-fluorophenyl isothiocyanate In acetone for 10h; Reflux;	85%

: 26807-65-8
Indapamide

: 2284-20-0
4-Methoxyphenyl isothiocyanate

: 4-chloro-3-[({[(4-methoxyphenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 4-Methoxyphenyl isothiocyanate In acetone for 10h; Reflux;	78%

: 26807-65-8
Indapamide

: 1122-82-3
isothiocyanatocyclohexane

: 4-chloro-3-({[(cyclohexylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: isothiocyanatocyclohexane In acetone for 10h; Reflux;	75%

: 26807-65-8
Indapamide

: 542-85-8
Ethyl isothiocyanate

: 4-chloro-3-({[(ethylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: Ethyl isothiocyanate In acetone for 10h; Reflux;	74%

: 26807-65-8
Indapamide

: 556-61-6
methyl thioisocyanate

: 4-chloro-3-({[(methylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: methyl thioisocyanate In acetone for 10h; Reflux;	72%

: 26807-65-8
Indapamide

: 2253-73-8
isopropyl isothiocyanate

: 4-chloro-3-({[(isopropylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: isopropyl isothiocyanate In acetone for 10h; Reflux;	72%

: 26807-65-8
Indapamide

: 52395-66-1
cyclohexylmethyl isothiocyanate

: 4-chloro-3-[({[(cyclohexylmethyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: cyclohexylmethyl isothiocyanate In acetone for 10h; Reflux;	72%

: 26807-65-8
Indapamide

: 3288-04-8
1-isothiocyanato-2-methoxybenzene

: 4-chloro-3-[({[(2-methoxyphenyl)amino]carbonothioyl}amino)-sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 1-isothiocyanato-2-methoxybenzene In acetone for 10h; Reflux;	71%

: 26807-65-8
Indapamide

: 622-78-6
Benzyl isothiocyanate

: 3-({[(benzylamino)carbonothioyl]amino}sulfonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: Benzyl isothiocyanate In acetone for 10h; Reflux;	70%

: 26807-65-8
Indapamide

: 103-72-0
phenyl isothiocyanate

: 3-{[(anilinocarbonothioyl)amino]sulfonyl}-4-chloro-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: phenyl isothiocyanate In acetone for 10h; Reflux;	67%

: 26807-65-8
Indapamide

: 628-30-8
n-Propyl isothiocyanate

: 4-chloro-3-({[(propylamino)carbonothioyl]amino}sulfonyl)-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: n-Propyl isothiocyanate In acetone for 10h; Reflux;	63%

: 26807-65-8
Indapamide

: 2740-81-0
2-chlorophenylisothiocyanate

: 4-chloro-3-[({[(2-chlorophenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 2-chlorophenylisothiocyanate In acetone for 10h; Reflux;	63%

: 26807-65-8
Indapamide

: 532-55-8
Benzoyl isothiocyanate

: 3-({[(benzoylamino)carbonothioyl]amino}sulfonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: Benzoyl isothiocyanate In acetone for 10h; Reflux;	63%

: 26807-65-8
Indapamide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-chloro-3-[({[(2,4-dichlorophenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 2, 4-dichlorophenyl isothiocyanate In acetone for 10h; Reflux;	61%

: 26807-65-8
Indapamide

: 6099-88-3
2-Chloroethyl isothiocyanate

: 4-chloro-3-[({[(2-chloroethyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 2-Chloroethyl isothiocyanate In acetone for 10h; Reflux;	60%

: 590-42-1
tert-butyl isothiocyanate

: 26807-65-8
Indapamide

: 3-({[(tert-butylamino)carbonothioyl]amino}sulfonyl)-4-chloro-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: tert-butyl isothiocyanate In acetone for 10h; Reflux;	58%

: 26807-65-8
Indapamide

: 63968-75-2
Dehydroindapamide

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane Ambient temperature; overnight;	50%
With dihydrogen peroxide In water for 1h; Mechanism; Heating;
With oxygen; sodium hydroxide In water at 90℃; for 8h; pH=9; Temperature; pH-value; Reagent/catalyst; Solvent;

: 26807-65-8
Indapamide

: 2257-09-2
Phenethyl isothiocyanate

: 4-chloro-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)-3-[({[(2-phenylethyl)amino] carbonothioyl}amino)sulfonyl]benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: Phenethyl isothiocyanate In acetone for 10h; Reflux;	48%

: 26807-65-8
Indapamide

: 2719-32-6
4-isothiocyanatobenzonitrile

: 4-chloro-3-[({[(4-cyanophenyl)amino]carbonothioyl}amino)sulfonyl]-N-(2-methyl-2,3-dihydro-1H-indole-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: Indapamide With potassium carbonate In acetone for 0.5h; Reflux; Stage #2: 4-isothiocyanatobenzonitrile In acetone for 10h; Reflux;	38%

: 26807-65-8
Indapamide

A: (R)-indapamide

B: (S)-indapamide

: 26807-65-8
Indapamide

: 219316-47-9
6-((bis-(tert-butyl))phosphono-difluoromethyl)-2-naphthoic acid

: ({6-[2-chloro-5-(2-methyl-2,3-dihydro-indol-1-ylcarbamoyl)-benzenesulfonylaminocarbonyl]-naphthalen-2-yl}-difluoro-methyl)-phosphonic acid di-tert-butyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Indapamide Chemical Properties

Molecular Structure of Indapamide (CAS NO.26807-65-8):

IUPAC Name: 4-Chloro-N-(2-methyl-2,3-dihydroindol-1-yl)-3-sulfamoylbenzamide
Molecular Formula: C₁₆H₁₆ClN₃O₃S
Molecular Weight: 365.83
EINECS: 248-012-7
Melting Point: 160-162 °C
Index of Refraction: 1.693
Molar Refractivity: 92.82 cm³
Molar Volume: 241.8 cm³
Surface Tension: 73.7 dyne/cm
Density: 1.51 g/cm³
Appearance: Crystalline Solid
Canonical SMILES: CC1CC2=CC=CC=C2N1NC(=O)C3=CC(=C(C=C3)Cl)S(=O)(=O)N
InChI: InChI=1S/C16H16ClN3O3S/c1-10-8-11-4-2-3-5-14(11)20(10)19-16(21)12-6-7-13(17)15(9-12)24(18,22)23/h2-7,9-10H,8H2,1H3,(H,19,21)(H2,18,22,23)
InChIKey: NDDAHWYSQHTHNT-UHFFFAOYSA-N
Classification Code: Antihypertensive; Antihypertensive agents; Cardiovascular Agents; Diuretic; Diuretics; Drug / Therapeutic Agent;; Natriuretic Agents; Reproductive Effect

Indapamide Uses

Indapamide (CAS NO.26807-65-8) is a non-thiazide sulphonamide diuretic drug marketed by Servier, generally used in the treatment of hypertension, as well as decompensated cardiac failure.

Indapamide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	intraperitoneal	347mg/kg (347mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
guinea pig	LD50	intravenous	272mg/kg (272mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
guinea pig	LD50	oral	> 3gm/kg (3000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse	LD50	intraperitoneal	410mg/kg (410mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse	LD50	intravenous	577mg/kg (577mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse	LD50	oral	> 3gm/kg (3000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse	LD50	subcutaneous	> 10gm/kg (10000mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.
rabbit	LD50	intravenous	337mg/kg (337mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.
rat	LD50	intraperitoneal	393mg/kg (393mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat	LD50	intravenous	394mg/kg (394mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat	LD50	oral	> 3gm/kg (3000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat	LD50	subcutaneous	> 5gm/kg (5000mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.

Indapamide Safety Profile

Poison by intravenous and intraperitoneal routes. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of Cl⁻, SO_x, and NO_x.

Indapamide Specification

Indapamide (CAS NO.26807-65-8), its Synonyms are 3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide ; 4-Chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide ; Arifon ; Bajaten ; Cormil ; Damide ; Fludex ; Indaflex ; Indamol ; Indapamida ; Ipamix ; Lozol ; Natrilix ; Noranat ; Pressurai ; Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)- (9CI) ; Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-l-yl)- ; Benzamide, 4-chloro-N-(2-methyl-1-indolinyl)-3-sulfamoyl- .

Product Name

Indapamide

Synthetic route

Indapamide Chemical Properties

Indapamide Uses

Indapamide Toxicity Data With Reference

Indapamide Safety Profile

Indapamide Specification

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