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CAS No.: | 302-41-0 |
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Name: | piritramide |
Molecular Structure: | |
Formula: | C27H34N4O |
Molecular Weight: | 430.593 |
Synonyms: | 1-(3,3-Diphenyl-3-cyanopropyl)-4-piperidino-4-piperidinecarboxamide;1'-(3-Cyano-3,3-diphenylpropyl)-[1,4'-bipiperidine]-4'-carboxamide;2,2-Diphenyl-4-(4-piperidino-4-carbamoylpiperidino)butyronitrile;2,2-Diphenyl-4-[4-(1-piperidino)-4-carbamoyl-1-piperidino]butyronitrile;Dipidolor;Dipiritramide;Pirdolan;Piridolan;Pirinitramide;Piritramide;R3365; |
EINECS: | 206-124-3 |
Density: | 1.15 g/cm3 |
Melting Point: | 149-150° |
Boiling Point: | 642.5 °C at 760 mmHg |
Flash Point: | 342.3 °C |
Solubility: | 0.491 mg/L 25 °C in water |
PSA: | 73.36000 |
LogP: | 4.26828 |
Piritramide (CAS NO.302-41-0) is also known as pirinitramide. Its closest chemical relatives amongst well-known drugs are diphenoxylate (Lomotil) and bezitramide (Burgodin).
Piritramide's most common trade name is Dipidolor and it is used most heavily in the Netherlands, Denmark, and Germany.
Piritramide is a strong opioid and therefore is regulated much the same as morphine in all known jurisdictions. It was never introduced in the United States and is therefore a Schedule I/Narcotic controlled substance. It is listed under international treaties and other laws such as the German Betäubungsmittelgesetz, the Austrian Suchtgiftmittelgesetz, the Opium Laws of various other European countries, Canadian controlled substances act, UK Misuse of Drugs Act of 1971, and equivalents elsewhere. Strangely enough, bezitramide, which is not currently marketed in the United States is a Schedule II/Narcotic controlled substance.
Piritramide has a small but dedicated community of recreational users and it has the street names P, Dip (rhymes with "pipe")and Pierrette.
Cyanide and its compounds are on the Community Right-To-Know List.
The Piritramide, with the CAS registry number 302-41-0, is also known as (1,4'-Bipiperidine)-4'-carboxamide, 1'-(3-cyano-3,3-diphenylpropyl)-. Its molecular formula is C27H34N4O and its IUPAC name is 1-(3-cyano-3,3-diphenylpropyl)-4-piperidin-1-ylpiperidine-4-carboxamide. Additionally, its classification codes are Analgesics; Analgesics, opioid; Central Nervous System Agents; Central Nervous System Depressants; Drug / Therapeutic Agent; Narcotics; Peripheral Nervous System Agents; Sensory System Agents. It's a diphenylpropylamine with intense narcotic analgesic activity of long duration. It is a derivative of meperidine with similar activity and usage.
Other characteristics of the Piritramide can be summarised as followings: (1)ACD/LogP: 4.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 3.69; (5)ACD/BCF (pH 5.5): 5.77; (6)ACD/BCF (pH 7.4): 284.04; (7)ACD/KOC (pH 5.5): 28.72; (8)ACD/KOC (pH 7.4): 1414.87; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 50.58 Å2; (13)Index of Refraction: 1.59; (14)Molar Refractivity: 126.27 cm3; (15)Molar Volume: 374.1 cm3; (16)Polarizability: 50.05×10-24cm3; (17)Surface Tension: 52.9 dyne/cm; (18)Density: 1.15 g/cm3; (19)Flash Point: 342.3 °C; (20)Enthalpy of Vaporization: 94.82 kJ/mol; (21)Boiling Point: 642.5 °C at 760 mmHg; (22)Vapour Pressure: 2.13E-16 mmHg at 25°C.
You can still convert the following datas into molecular structure:
1.SMILES: N#CC(c1ccccc1)(c2ccccc2)CCN4CCC(C(=O)N)(N3CCCCC3)CC4
2.InChI: InChI=1/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)
3.InChIKey: IHEHEFLXQFOQJO-UHFFFAOYAS
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
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cat | LD50 | subcutaneous | > 10mg/kg (10mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. | |
dog | LD50 | subcutaneous | > 40mg/kg (40mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. | |
monkey | LD50 | subcutaneous | > 10mg/kg (10mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. | |
mouse | LD50 | intravenous | 30700ug/kg (30.7mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Farmakologiya i Toksikologiya Vol. 54(5), Pg. 59, 1991. |
mouse | LD50 | oral | > 320mg/kg (320mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. | |
mouse | LD50 | subcutaneous | 280mg/kg (280mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. |
rat | LD50 | intravenous | 13mg/kg (13mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. |
rat | LD50 | oral | 320mg/kg (320mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 513, 1961. |