CAS Number19216-56-9
SynonymsPrazosinum [INN-Latin]; Minipress; (4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(furan-2-yl)methanone; [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(furan-2-yl)methanone; [125I]-Prazosin; Prazosinum; 4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazinyl furan-2-yl ketone; [Bodipyl-FL]-Prazosin; Prazosine; Prazosina; Furazosin; Prazosina [INN-Spanish]; 2-[4-(2-furoyl)-piperazin-1-yl]-4-amino-6,7-dimethoxy-quinazoline; Prazosine [INN-French]
Molecular FormulaC19H21N5O4
Molecular Weight383.41
Purity98%
Density1.352g/cm3
Boiling Point638.4ºC at 760mmHg
Melting Point278-280ºC
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 19216-56-9 |
| Catalog No. | 2A-9012105 |
| Chinese Name | 哌唑嗪 |
| Synonyms | Prazosinum [INN-Latin]; Minipress; (4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(furan-2-yl)methanone; [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(furan-2-yl)methanone; [125I]-Prazosin; Prazosinum; 4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazinyl furan-2-yl ketone; [Bodipyl-FL]-Prazosin; Prazosine; Prazosina; Furazosin; Prazosina [INN-Spanish]; 2-[4-(2-furoyl)-piperazin-1-yl]-4-amino-6,7-dimethoxy-quinazoline; Prazosine [INN-French] |
| Molecular Formula | C19H21N5O4 |
| Molecular Weight | 383.41 |
| Purity | 98 |
| Density | 1.352g/cm3 |
| Boiling Point | 638.4ºC at 760mmHg |
| Melting Point | 278-280ºC |
| Storage Condition | Warehouse Ventilation Low Temperature Drying |
| Application | Prazosin is an alpha-adrenergic blocker that can be used to treat high blood pressure, anxiety, and panic disorder. |
| HTC | 2934999090 |
| MDL Number | MFCD00599563 |
| SMILES | COc1cc2nc(N3CCN(C(=O)c4ccco4)CC3)nc(N)c2cc1OC |
| InChI | InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22) |
| InChI Key | IENZQIKPVFGBNW-UHFFFAOYSA-N |
| MSDS | msds/12105_1_19216_56_9.pdf |
| Use of | Prazosin is an alpha-adrenergic blocker and is a sympatholytic drug used to treat high blood pressure and anxiety, PTSD, and panic disorder.Target: Adrenergic ReceptorPrazosin, is a sympatholytic drug used to treat high blood pressure and anxiety, PTSD, andpanic disorder. It is an alpha-adrenergic blocker that is specific for the alpha-1 receptors. These receptors are found on vascular smooth muscle, where they are responsible for the vasoconstrictive action of norepinephrine. They are also found throughout the central nervous system. As of 2013, prazosin is off-patent in the US, and the FDA has approved at least one generic manufacturer.In addition to its alpha-blocking activity, prazosin is an antagonist of the MT3 receptor (which is not present in humans), with selectivity for this receptor over the MT1 and MT2 receptors.Prazosin is orally active and has a minimal effect on cardiac function due to its alpha-1 receptor selectivity. However, when prazosin is initially started, heart rate and contractility go up in order to maintain the pre-treatment blood pressures because the body has reached homeostasis at its abnormally high blood pressure. The blood pressure lowering effect becomes apparent when prazosin is taken for longer periods of time. The heart rate and contractility go back down over time and blood pressure decreases. Properties Name prazosin Synonym More Synonyms Prazosin Biological Activity Description Prazosin is an alpha-adrenergic blocker and is a sympatholytic drug used to treat high blood pressure and anxiety, PTSD, and panic disorder.Target: Adrenergic ReceptorPrazosin, is a sympatholytic drug used to treat high blood pressure and anxiety, PTSD, andpanic disorder. It is an alpha-adrenergic blocker that is specific for the alpha-1 receptors. These receptors are found on vascular smooth muscle, where they are responsible for the vasoconstrictive action of norepinephrine. They are also found throughout the central nervous system. As of 2013, prazosin is off-patent in the US, and the FDA has approved at least one generic manufacturer.In addition to its alpha-blocking activity, prazosin is an antagonist of the MT3 receptor (which is not present in humans), with selectivity for this receptor over the MT1 and MT2 receptors.Prazosin is orally active and has a minimal effect on cardiac function due to its alpha-1 receptor selectivity. However, when prazosin is initially started, heart rate and contractility go up in order to maintain the pre-treatment blood pressures because the body has reached homeostasis at its abnormally high blood pressure. The blood pressure lowering effect becomes apparent when prazosin is taken for longer periods of time. The heart rate and contractility go back down over time and blood pressure decreases. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Natural Products >> Alkaloid Research Areas >> Cardiovascular Disease References [1]. Day HE, et al. Distribution of alpha 1a-, alpha 1b- and alpha 1d-adrenergic receptor mRNA in the rat brain and spinal cord. J Chem Neuroanat. 1997 Jul;13(2):115-39. [2]. Yu CX, et al. Selective MT(2) melatonin receptor antagonist blocks melatonin-induced antinociception in rats. Neurosci Lett. 2000 Mar 24;282(3):161-4. Chemical & Physical Properties Molecular Formula C19H21N5O4 Exact Mass 383.15900 PSA 107.68000 LogP 1.71760 Index of Refraction 1.651 InChIKey IENZQIKPVFGBNW-UHFFFAOYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : Quinazoline, 4-amino-6,7-dimethoxy-2-(4-(2-furoyl)piperazin-1-yl)- CAS REGISTRY NUMBER : 19216-56-9 BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C19-H21-N5-O4 MOLECULAR WEIGHT : WISWESSER LINE NOTATION : T66 BN DNJ C- AT6N DNTJ DV- BT5OJ&& EZ HO1 IO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Vascular - BP lowering not characterized in autonomic section Gastrointestinal - nausea or vomiting REFERENCE : AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 97,455,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - man DOSE/DURATION : 1143 ug/kg TOXIC EFFECTS : Vascular - BP lowering not characterized in autonomic section REFERENCE : AMSVAZ Acta Medica Scandinavica. (Almqvist & Wiksell, POB 45150, S-10430 Stockholm, Sweden) V.52-224, 1919-88. Volume(issue)/page/year: 213,157,1983 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : DOSE/DURATION : TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - hallucinations, distorted perceptions Vascular - BP lowering not characterized in autonomic section REFERENCE : BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 2,508,1976 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : DOSE/DURATION : 1260 ug/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Kidney, Ureter, Bladder - other changes REFERENCE : BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 1,622,1978 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4734418 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 128,129,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : RPTOAN Russian Pharmacology and Toxicology (English Translation). Translation of FATOAO. (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey, UK) V.30- 1967- Volume(issue)/page/year: 50,182,1987 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Cardiac - changes in heart weight Vascular - BP lowering not characterized in autonomic section Endocrine - changes in adrenal weight REFERENCE : ETPAEK Experimental and Toxicologic Pathology. (Gustav Fischer Verlag Jena, Postfach 100537, D-07705 Jena, Germany) V.44- 1992- Volume(issue)/page/year: 45,109,1993 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : 2571 ug/kg SEX/DURATION : male 60 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - testes, epididymis, sperm duct REFERENCE : AMSVAZ Acta Medica Scandinavica. (Almqvist & Wiksell, POB 45150, S-10430 Stockholm, Sweden) V.52-224, 1919-88. Volume(issue)/page/year: 213,319,1983 Safety Information HS Code 2934999090 Synthetic Route ethyl 4-(2-furo... CAS#:57200-93-8 2-Amino-4,5-dim... CAS#:26961-27-3 CAS#:19216-56-9 Literature: US3935213 A1, ; 4-(4-amino-6,7-... CAS#:65679-29-0 CAS#:19216-56-9 Literature: US4062844 A1, ; 4-amino-2-(4-et... CAS#:65679-30-3 CAS#:19216-56-9 Literature: US4062844 A1, ; Precursor & DownStream Precursor 7 CAS#:57200-93-8 ethyl 4-(2-furo... CAS#:26961-27-3 2-Amino-4,5-dim... CAS#:65679-29-0 4-(4-amino-6,7-... CAS#:65679-30-3 4-amino-2-(4-et... DownStream 0 |
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| Transport Info | Product name: Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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