Introduction:Basic information about CAS 72822-12-9|Dapiprazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Dapiprazole |
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| CAS Number | 72822-12-9 | Molecular Weight | 325.451 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 538.9±60.0 °C at 760 mmHg |
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| Molecular Formula | C19H27N5 | Melting Point | / |
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| MSDS | / | Flash Point | 279.7±32.9 °C |
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Names
| Name | dapiprazole |
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| Synonym | More Synonyms |
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Dapiprazole BiologicalActivity
| Description | Dapiprazole is a potent, selective and orally active alpha-1 adrenoceptor antagonist. Dapiprazole suppresses the opioid withdrawal symptoms. Dapiprazole is also used as eye drops for reversing mydriasis[1][2][3]. |
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| Related Catalog | Research Areas >>EndocrinologySignaling Pathways >>GPCR/G Protein >>Adrenergic Receptor |
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| Target | α1-adrenergic receptor |
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| In Vivo | Dapiprazole hydrochloride (0-10 mg/kg or 0-3 mg/mice; i.p. or i.c.v.; once) reduces the overall severity of the opiate withdrawal symptoms in mice[1]. Animal Model: Swiss Albino male CD-1 mice weighing 20 -25 g, acute dependence model (mice were injected i.p. with morphine (25 mg/kg) and 2 h later with naloxone (12.5 mg/kg))[1] Dosage: 5, 7.5 and 10 mg/kg (i.p.) or 0.5, 1 and 3 mg/mice (i.c.v.), once Administration: Intraperitoneal injection or intracerebroventricular administration, once Result: Decreased jumping behavior, head shakes and paw shakes when administered just before naloxone. Resulted in a notable suppression of morphine withdrawal symptoms in a dose-related fashion when injected i.c.v.. |
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| References | [1]. Valeri P, et al. Effects of dapiprazole, clonidine and yohimbine on the development of dependence and withdrawal behaviour in mice. Drug Alcohol Depend. 1989 Jan;23(1):73-7. [2]. Allinson RW, et al. Reversal of mydriasis by dapiprazole. Ann Ophthalmol. 1990 Apr;22(4):131-3, 138. [3]. Hou RH, et al. Arousal and the pupil: why diazepam-induced sedation is not accompanied by miosis. Psychopharmacology (Berl). 2007 Nov;195(1):41-59. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 538.9±60.0 °C at 760 mmHg |
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| Molecular Formula | C19H27N5 |
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| Molecular Weight | 325.451 |
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| Flash Point | 279.7±32.9 °C |
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| Exact Mass | 325.226654 |
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| PSA | 37.19000 |
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| LogP | 2.44 |
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| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
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| Index of Refraction | 1.658 |
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| InChIKey | RFWZESUMWJKKRN-UHFFFAOYSA-N |
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| SMILES | Cc1ccccc1N1CCN(CCc2nnc3n2CCCC3)CC1 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- XZ5625000
- CHEMICAL NAME :
- s-Triazolo(4,3-a)pyridine, 5,6,7,8-tetrahydro-3-(2-(4-(o-tolyl)-1-piperazinyl)et hyl)-, hydrochloride
- CAS REGISTRY NUMBER :
- 72822-12-9
- LAST UPDATED :
- 199009
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C19-H27-N5.Cl-H
- MOLECULAR WEIGHT :
- 361.97
- WISWESSER LINE NOTATION :
- T56 AN CNN&TJ B2- AT6N DNTJ DR B1 &GH
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 260 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - miosis (pupillary constriction) Behavioral - changes in motor activity (specific assay) Behavioral - ataxia
- REFERENCE :
- ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 32,668,1982
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Synonyms
| Rev-Eyes |
| 1,2,4-Triazolo[4,3-a]pyridine, 5,6,7,8-tetrahydro-3-[2-[4-(2-methylphenyl)-1-piperazinyl]ethyl]- |
| 3-[2-[4-(2-methylphenyl)piperazin-1-yl]ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine |
| 5,6,7,8-Tetrahydro-3-[2-[4-(2-methylphenyl)-1-piperazinyl]ethyl]-1,2,4-triazolo[4,3-a]pyridine |
| Dapiprazole |
| Dapiprazol [German] |
| Dapirazol |
| Glamidolo |
| 3-{2-[4-(2-Methylphenyl)piperazin-1-yl]ethyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine |
| 3-[2-(4-o-tolyl-piperazin-1-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine |
| 3-{2-[4-(2-Methylphenyl)-1-piperazinyl]ethyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine |
| 5,6,7,8-Tetrahydro-3-[2-(4-o-tolyl-1-piperazinyl)ethyl]-s-triazolo[4,3-a]pyridine |
| 5,6,7,8-tetrahydro-3-[2-(4-o-tolyl-1-piperazin)ethyl]-1,2,4-triazolo[4,3-a]pyridine |
| Reversil |
| Dapiprazole [INN] |
| Dapiprazol |
| dapiprazolum |
| Dapirazolum |