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| CAS No.: | 38304-91-5 |
|---|---|
| Name: | Minoxidil |
| Article Data: | 19 |
| Molecular Structure: | |
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| Formula: | C9H15N5O |
| Molecular Weight: | 209.251 |
| Synonyms: | Mimosine;Minoxidil(USP 24);Minoxidil USP/BP;Loniten (TN);U-10,858;2,4-Diamino-6-piperidinopyrimidine 3-N-oxide;Prexidil;6-Amino-1,2-dihydro-1-hydroxy-2-imino-4-piperidinopyrimidine;Alopexil;U 10858;Regaine;Minossidile [Italian];Prestwick_521;Minoximen;2,4-Pyrimidinediamine, 6-(1-piperidinyl)-, 3-oxide;Loniten;2,3-Dihydro-3-hydroxy-2-imino-6-(1-piperidinyl)-4-pyrimidinamine;Minoxidilum [INN-Latin];Pyrimidine, 2,4-diamino-6-piperidino-, 3-oxide;Minoxidil (USP);PDP;Tricoxidil;6-(1-Piperidinyl)-2,4-pyrimidinediamine 3-oxide;2,6-Diamino-4-piperidinopyrimidin-1-oxid;Rogaine;Alostil;3-hydroxy-2-imino-6-(1-piperidyl)pyrimidin-4-amine;6-Piperidino-2,4-diaminopyrimidine 3-oxide;2,4-Pyrimidinediamine,6-(1-piperidinyl)-,3- oxide;2,4-Diamino-6-piperidinopyrimidine 3-oxide;2,4-Diamino-6-piperidinilpirimidina-3-ossido [Italian];Theroxidil;4-Pyrimidinamine, 2,3-dihydro-3-hydroxy-2-imino-6-(1-piperidinyl)-; |
| EINECS: | 253-874-2 |
| Density: | 1.52 g/cm3 |
| Melting Point: | 272-274 °C (dec.)(lit.) |
| Boiling Point: | 351.7 °C at 760 mmHg |
| Flash Point: | 166.5 °C |
| Solubility: | Soluble in water (2.2 mg/ml), 100% ethanol (29 mg/ml), propylene glycol, acetone, DMSO (6.5 mg/ml), and methanol. |
| Appearance: | White crystalline powder |
| Hazard Symbols: |
 Xn,  T+
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| Risk Codes: | 22-36/37/38-26/27/28 |
| Safety: | 26-36-45-36/37/39-22 |
| PSA: | 91.16000 |
| LogP: | 0.91830 |
2,6-diamino-4-chloro-pyrimidine N-oxide
2,4-diamino-6-piperidinopyrimidine 3-oxide
| Conditions | Yield |
|---|---|
| at 106℃; for 2h; | 80% |
piperidine
2,6-diamino-4-chloro-pyrimidine N-oxide
2,4-diamino-6-piperidinopyrimidine 3-oxide
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide at 80℃; Rate constant; Thermodynamic data; various temp.; ΔH*, ΔS*; |
ketoconazole
2,4-diamino-6-piperidinopyrimidine 3-oxide
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1. Introduction of Minoxidil
Minoxidil is one kind of white crystalline powder. The IUPAC Name of this chemical is 3-Hydroxy-2-imino-6-piperidin-1-ylpyrimidin-4-amine. Besides, the Product Category of Minoxidil is Intermediates & Fine Chemicals;Pharmaceuticals;API's;Potassium channel. In addition, its Classification Code is Antihypertensive; Antihypertensive agents; Cardiovascular Agents; Drug / Therapeutic Agent; Hair growth stimulant [topical]; Human Data; Reproductive Effect; Vasodilator agents. What's more, Minoxidil has poor solubility in water but soluble in alcohol and propylene glycol; sparingly soluble in methanol; slightly soluble in water; practically insoluble in chloroform, acetone and ethyl acetate.
In 2007 a new foam-based formulation of 5% minoxidil was shown to be as effective as the liquid-based treatment for male pattern baldness.
2. Properties of Minoxidil
Physical properties about Minoxidil are:
(1)Index of Refraction: 1.723; (2)Density: 1.52 g/cm3; (3)Flash Point: 166.5 °C; (4)Melting point: 272-274 °C (dec.)(lit.); (5)Appearance: white crystalline solid; (6)Enthalpy of Vaporization: 69.06 kJ/mol; (7)Boiling Point: 351.7 °C at 760 mmHg; (8)Vapour Pressure: 2.38E-06 mmHg at 25 °C; (9)XLogP3: 1.2; (10)H-Bond Donor: 3; (11)H-Bond Acceptor: 3.
3. Structure Descriptors of Minoxidil
(1)InChI: InChI=1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6,11,15H,1-5,10H2
(2)InChIKey: ZIMGGGWCDYVHOY-UHFFFAOYSA-N
(3)Canonical SMILES: C1CCN(CC1)C2=NC(=N)N(C(=C2)N)O
(4)Smiles: c1(N2CCCCC2)cc(n(=O)c(n1)N)N
4. Toxicity of Minoxidil
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| man | LDLo | oral | 69mg/kg/34W-I (69mg/kg) | CARDIAC: PERICARDITIS CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | Western Journal of Medicine. Vol. 143, Pg. 527, 1985. |
| man | TDLo | oral | 107ug/kg/3D-I (0.107mg/kg) | BLOOD: THROMBOCYTOPENIA | Annals of Internal Medicine. Vol. 92, Pg. 874, 1980. |
| mouse | LD50 | intraperitoneal | 560mg/kg (560mg/kg) | Bollettino Chimico Farmaceutico. Vol. 121, Pg. 16, 1982. | |
| mouse | LD50 | intravenous | 51mg/kg (51mg/kg) | Toxicology and Applied Pharmacology. Vol. 39, Pg. 1, 1977. | |
| mouse | LD50 | oral | > 1gm/kg (1000mg/kg) | Bollettino Chimico Farmaceutico. Vol. 121, Pg. 16, 1982. | |
| rat | LD50 | intraperitoneal | 759mg/kg (759mg/kg) | Toxicology and Applied Pharmacology. Vol. 39, Pg. 1, 1977. | |
| rat | LD50 | intravenous | 49mg/kg (49mg/kg) | Toxicology and Applied Pharmacology. Vol. 39, Pg. 1, 1977. | |
| rat | LD50 | oral | 1321mg/kg (1321mg/kg) | Toxicology and Applied Pharmacology. Vol. 39, Pg. 1, 1977. | |
| women | TDLo | oral | 200ug/kg (0.2mg/kg) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION GASTROINTESTINAL: NAUSEA OR VOMITING | Archives of Internal Medicine. Vol. 146, Pg. 2075, 1986. |
Xn,
T+ 
