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| CAS No.: | 26807-65-8 |
|---|---|
| Name: | Indapamide |
| Molecular Structure: | |
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| 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 |
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Dehydroindapamide
- 26807-65-8
Indapamide
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; hexachloroplatinic acid; hydrogen In ethanol at 10℃; for 1h; | 99.3% |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 15℃; for 6h; Temperature; Solvent; | 96.89% |
| 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% |
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran | 80.5% |
- 1205-30-7
4-chloro-3-sulphamoylbenzoic acid
- 31529-46-1
1-amino-2,3-dihydro-2-methylindole
- 26807-65-8
Indapamide
| Conditions | Yield |
|---|---|
| With dicyclohexyl-carbodiimide In ethanol at -12 - -4℃; for 2h; | 70% |
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3-(aminosulfonyl)-4-chlorobenzoyl chloride
- 26807-65-8
Indapamide
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran | Purity (HPLC) |
- 26807-65-8
Indapamide
- 592-82-5
butyl isothiocyanate
| 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
| 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
| 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
| 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% |
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Chemistry
Molecular Structure of Indapamide (CAS NO.26807-65-8):
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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−, SOx, and NOx.
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- .