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| CAS No.: | 145040-37-5 |
|---|---|
| Name: | Candesartan cilexetil |
| Molecular Structure: | |
|
|
|
| Formula: | C33H34N6O6 |
| Molecular Weight: | 610.67 |
| Synonyms: | 1H-Benzimidazolium, 7-carboxy-1-(2-((cyclohexylcarbonyl)oxy)ethyl)-2-ethoxy-1-(2-(1H-tetrazol-5-yl)(1,1-biphenyl)-4-yl)-, hydroxide, inner salt, (+-)-;TCV-116;Atacand;Atacand (TN);1-cyclohexyloxycarbonyloxyethyl 2-ethoxy-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]benzoimidazole-4-carboxylate;TCV 116;Candesartancilexetil; |
| EINECS: | 627-030-2 |
| Density: | 1.37 g/cm3 |
| Melting Point: | 168-170?C |
| Boiling Point: | 843.3 ºC at 760 mmHg |
| Flash Point: | 463.8 ºC |
| Appearance: | White crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 26-36 |
| PSA: | 143.34000 |
| LogP: | 6.31910 |
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- 211914-50-0N-[[2-[[[4-(Aminoiminomethyl)phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-(2-pyridinyl)-beta-alanine ethyl ester hydrochloride
- 170791-09-0
cilexetil trityl candesartan
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; dichloromethane at -14 - -12℃; Temperature; Flow reactor; Large scale; | 98% |
| With iron(III) chloride In methanol; dichloromethane at 23℃; for 48h; Time; Reagent/catalyst; | 96% |
| With methanol; zinc(II) chloride In butanone at 20 - 40℃; for 2.5h; Product distribution / selectivity; | 95.23% |
- 78-09-1
orthocarbonic acid tetraethyl ester
- 1236156-65-2
2-(((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-aminobenzoic acid-1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With acetic acid In ethyl acetate at 30℃; Temperature; | 93.9% |
| With acetic acid In toluene at 60℃; for 2h; | 81% |
| Conditions | Yield |
|---|---|
| Stage #1: C30H32N6O5*C2H2O4 With potassium carbonate In ethyl acetate at 10 - 15℃; pH=6 - 7; Stage #2: orthocarbonic acid tetraethyl ester In acetic acid at 0 - 25℃; for 15h; | 92.3% |
- 1307853-85-5
1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 1-({4-[2-(1-benzyl-1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-ethoxy-1H-1,3-benzodiazole-7-carboxylate
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 25℃; for 14h; Temperature; Time; | 92.1% |
| With 5% palladium on barium sulphate; ammonium formate In water; isopropyl alcohol at 25℃; for 14h; | 80% |
| With ammonium formate; palladium over charcoal In water; isopropyl alcohol at 55 - 60℃; for 12 - 15h; | |
| With rosenmund catalyst; ammonium formate In water; isopropyl alcohol |
| Conditions | Yield |
|---|---|
| With sodium bicarbonate In methanol; dichloromethane; water; ethyl acetate | 75% |
- 139481-72-4
2-Ethoxy-1-[[2'-(N-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With water In methanol; toluene for 2 - 4h; Product distribution / selectivity; Heating / reflux; | 67% |
- 1307853-79-7
C41H42N6O7
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With ammonium formate; 5%-palladium/activated carbon In water; isopropyl alcohol at 40 - 50℃; for 17h; | 55% |
- 139481-72-4
2-Ethoxy-1-[[2'-(N-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid
- 95789-69-8, 102672-57-1
cyclohexyl (1-iodoethyl)carbonate
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol; ethanol; water; N,N-dimethyl-formamide |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; ethanol; hexane; dichloromethane; water; acetone |
- 170791-09-0
cilexetil trityl candesartan
A
- 869631-11-8
(1RS)-1-[[(cyclohexyloxy)carbonyl]oxy]ethyl 2-oxo-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-2,3-dihydro-1H-benzimidazole-4-carboxylate
B
- 145040-37-5
candesartan cilexetil
| Conditions | Yield |
|---|---|
| With methanol for 24h; Product distribution / selectivity; Heating / reflux; | |
| With methanol; formic acid In dichloromethane at 25℃; for 5 - 23h; Product distribution / selectivity; | |
| Stage #1: cilexetil trityl candesartan With methanol; water; zinc(II) chloride for 2.5h; Heating / reflux; Stage #2: With water; sodium hydrogencarbonate In methanol at 20℃; pH=6.11; Product distribution / selectivity; |
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Specification
1. Introduction of Candesartan cilexetil
Candesartan cilexetil is one kind of white or off white powder. The IUPAC Name of it is 1-cyclohexyloxycarbonyloxyethyl 2-ethoxy-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate. It belongs to Antihypertensive;API;APIs;Hypertension;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Candesartan;Heterocycles. The Classification Code of it is Angiotensin II Type 1 Receptor Blockers; Angiotensin Receptor Antagonists; Antagonist [angiotensin II receptor]; Antihypertensive; Antihypertensive agents; Cardiovascular Agents; Drug / Therapeutic Agent.
2. Properties of Candesartan cilexetil
Physical properties about Candesartan cilexetil are:
(1)Index of Refraction: 1.666; (2)Molar Refractivity: 165.46 cm3; (3)Molar Volume: 444.6 cm3; (4)Surface Tension: 54 dyne/cm; (5)Density: 1.37 g/cm3; (6)Flash Point: 463.8 °C; (7)Enthalpy of Vaporization: 122.54 kJ/mol; (8)Boiling Point: 843.3 °C at 760 mmHg; (9)Vapour Pressure of Candesartan cilexetil: 1.11E-28 mmHg at 25 °C.
3. Structure Descriptors of Candesartan cilexetil
(1)SMILES: c1cc(c2c(c1)nc(OCC)n2Cc1ccc(cc1)c1ccccc1c1[nH]nnn1)C(O[C@@H](OC(OC1CCCCC1)=O)C)=O
(2)InChI: InChI=1/C33H34N6O6/c1-3-42-32-34-28-15-9-14-27(31(40)43-21(2)44-33(41)45-24-10-5-4-6-11-24)29(28)39(32)20-22-16-18-23(19-17-22)25-12-7-8-13-26(25)30-35-37-38-36-30/h7-9,12-19,21,24H,3-6,10-11,20H2,1-2H3,(H,35,36,37,38)
(3)InChIKey: InChIKey=GHOSNRCGJFBJIB-UHFFFAOYSA-N
4. Toxicity of Candesartan cilexetil
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | > 2gm/kg (2000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 406, 2000. | |
| mouse | LD50 | intraperitoneal | 807mg/kg (807mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24(Suppl, |
| mouse | LD50 | oral | > 2gm/kg (2000mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24(Suppl, | |
| rat | LD50 | intraperitoneal | 940mg/kg (940mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24(Suppl, |
| rat | LD50 | oral | > 2gm/kg (2000mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24(Suppl, |
5. Safety of Candesartan cilexetil
Hazard Codes:
Xn Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements of Candesartan cilexetil (CAS NO.145040-37-5): 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
6. Uses of Candesartan cilexetil
Candesartan cilexetil (CAS NO.145040-37-5) is used in treatment of congestive heart failure. As an antihypertensive, it will be used in treatment of congestive heart failure.