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| CAS No.: | 34552-83-5 |
|---|---|
| Name: | Loperamide hydrochloride |
| Molecular Structure: | |
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|
|
| Formula: | C29H33ClN2O2.HCl |
| Molecular Weight: | 513.507 |
| Synonyms: | Imodium;1-Piperidinebutanamide,4-(4-chlorophenyl)-4- hydroxy-N,N-dimethyl-R,R-diphenyl-,monohydrochloride;Imodium (TN);Lopemin;Prestwick_302;4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide hydrochloride;R 18553;Loperamide hydrochloride (JAN/USP);Loperamide HCl; |
| EINECS: | 252-082-4 |
| Density: | == |
| Melting Point: | 223-225 °C |
| Boiling Point: | 647.2 °C at 760 mmHg |
| Flash Point: | 345.2 °C |
| Appearance: | White solid |
| Hazard Symbols: |
T
|
| Risk Codes: | 25 |
| Safety: | 45 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 43.78000 |
| LogP: | 5.82790 |

4-(4-chlorophenyl)-4-hydroxypiperidine


N-(dihydro-3,3-diphenyl-2(3H)-furanylidene)-N-methylmethanaminium bromide


loperamide hydrochloride

| Conditions | Yield |
|---|---|
| Stage #1: 4-(4-chlorophenyl)-4-hydroxypiperidine With sodium carbonate; potassium iodide In 1,3-dioxolane-4-methanol for 0.25h; Stage #2: N-(dihydro-3,3-diphenyl-2(3H)-furanylidene)-N-methylmethanaminium bromide In 1,3-dioxolane-4-methanol at 60℃; for 2h; Stage #3: With hydrogenchloride In 1,3-dioxolane-4-methanol; isopropyl alcohol for 0.333333h; | 67% |

4-(4-chlorophenyl)-4-hydroxypiperidine


N-(dihydro-3,3-diphenyl-2(3H)-furanylidene)-N-methylmethanaminium bromide


4-methyl-2-pentanone


loperamide hydrochloride

| Conditions | Yield |
|---|---|
| With potassium iodide; sodium carbonate In hydrogenchloride; isopropyl alcohol; acetone; toluene |


| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide; sodium hydroxide In dichloromethane; water at 20℃; Inert atmosphere; | A 14% B 44% |

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| 1. | orl-cld TDLo:125 µg/kg | BMJOAE British Medical Journal. 294 (1987),1383. | ||
| 2. | orl-rat LD50:185 mg/kg | JMCMAR Journal of Medicinal Chemistry. 16 (1973),782. | ||
| 3. | scu-rat LD50:78,700 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),913. | ||
| 4. | ivn-rat LD50:7490 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),913. | ||
| 5. | orl-mus LD50:105 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 24 (1974),1633. | ||
| 6. | ipr-mus LD50:28 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 24 (1974),1633. | ||
| 7. | scu-mus LD50:75 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 24 (1974),1636. | ||
| 8. | ivn-mus LD50:12,600 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),913. | ||
| 9. | orl-gpg LD50:41,500 µg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 12 (1981),1204. |
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