CAS No.26807-65-8,Indapamide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	26807-65-8
Name:	Indapamide
Article Data:	8

Formula:	C₁₆H₁₆ClN₃O₃S
Molecular Weight:	365.84
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];
EINECS:	248-012-7
Density:	1.51 g/cm³
Melting Point:	160-162 °C
Boiling Point:	110.4°C (rough estimate)
Solubility:	Soluble in ethanol. Insoluble in water
Appearance:	Crystalline solid
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%

Raw Materials

1205-30-7

31529-46-1

Downstream Products

63968-75-2

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Chemistry

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

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.

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.

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.

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- .