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| CAS No.: | 56392-17-7 |
|---|---|
| Name: | (+-)metoprolol-(+)tartrate |
| Molecular Structure: | |
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| Formula: | 2(C15H25NO3).(C4H6O6) |
| Molecular Weight: | 684.825 |
| Synonyms: | Metoprolol-(+,-) (+)-tartrate salt;2-Propanol,1-[4-(2-methoxyethyl)phenoxy]-3- [(1-methylethyl)amino]-,(2R,3R)-2,3- dihydroxybutanedioate (2:1) (salt);Betaloc;Beloc;Seloken;Lopressor;Metoprolol tartrate (JAN/USP);Lopresor;(2R,3R)-2,3-dihydroxybutanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol;Prestwick_1009;2,3-dihydroxybutanedioic acid; 1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol;Lopressor (TN);Metoprolol tartaric acid; |
| EINECS: | 260-148-9 |
| Density: | 1.1946 (rough estimate) |
| Melting Point: | 120oC |
| Boiling Point: | 398.6 °C at 760 mmHg |
| Flash Point: | 194.9 °C |
| Solubility: | Soluble in water (>1000 mg/ml), methanol (>500 mg/ml), chloroform (496 mg/ml), ethanol (31 mg/ml at 25°C), and DMSO (100 mg/ml at 25°C). |
| Appearance: | crystalline powder |
| Hazard Symbols: | F,T |
| Risk Codes: | 11-23/24/25-39/23/24/25 |
| Safety: | 7-16-36/37-45-24/25 |
| PSA: | 216.50000 |
| LogP: | 1.88560 |
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Specification
1. Introduction of Metoprolol tartrate
Metoprolol tartrate is also named as 2-Propanol, 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-, (+-)-, tartrate (2:1). With the classification codes of Anti-adrenergic [beta-receptor]; Drug/Therapeutic Agent; Human Data; Reproductive Effect, its product categories are Cardiovascular; Amines; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals; Adrenoceptor. Additionally, keep this chemical in the cool and dry place where the room is ventilated.
2. Properties of Metoprolol tartrate
Other characteristics of the Metoprolol tartrate can be summarised as followings: (1)ACD/LogP: 1.79; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 10; (6)Polar Surface Area: 30.93 Å2; (7)Flash Point: 194.9 °C; (8)Enthalpy of Vaporization: 68.47 kJ/mol; (9)Boiling Point: 398.6 °C at 760 mmHg; (10)Vapour Pressure: 4.52E-07 mmHg at 25°C.
3. Structure Descriptors of Metoprolol tartrate
1) SMILES: O=C(O)[C@H](O)[C@@H](O)C(=O)O.O(c1ccc(cc1)CCOC)CC(O)CNC(C)C.O(C)CCc1ccc(OCC(O)CNC(C)C)cc1
2) InChI: InChI=1/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1
3) InChIKey:YGULWPYYGQCFMP-CEAXSRTFBA
4. Toxicity of Metoprolol tartrate
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | 1090mg/kg (1090mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983. | |
| human | TDLo | oral | 160mg/kg (160mg/kg) | CARDIAC: PULSE RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: CYANOSIS | British Medical Journal. Vol. 1, Pg. 222, 1976. |
| mouse | LD50 | intraperitoneal | 202mg/kg (202mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982. | |
| mouse | LD50 | intravenous | 84mg/kg (84mg/kg) | Drugs in Japan Vol. -, Pg. 614, 1995. | |
| mouse | LD50 | oral | 1500mg/kg (1500mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979. |
| mouse | LD50 | subcutaneous | 510mg/kg (510mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979. |
| rabbit | LD50 | intravenous | 28700ug/kg (28.7mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983. | |
| rabbit | LD50 | oral | 604mg/kg (604mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983. | |
| rat | LD50 | intraperitoneal | 219mg/kg (219mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982. | |
| rat | LD50 | intravenous | 90mg/kg (90mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979. |
| rat | LD50 | oral | 5500mg/kg (5500mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979. |
| rat | LD50 | subcutaneous | 1150mg/kg (1150mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 2839, 1979. |
5. Preparation of Metoprolol tartrate
The 4-(2-methoxyethyl) phenol reacts with Chloro-propylene oxide, and its product reacts with isopropylamine in the existence of isopropanol. Finally the Metoprolol tartrate is obtained when heated at about 100 °C.
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6. Use of Metoprolol tartrate
The Metoprolol tartrate, incompatible with strong oxidizing agents, is used in the treatment of a variety of cardiovascular disorder. It's a selective adrenergic beta-1-blocking agent with no stimulatory action. It's binding to plasma albumin is weaker than alprenolol and it may be useful in angina pectoris, hypertension, or cardiac arrhythmias.