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| CAS No.: | 4205-91-8 |
|---|---|
| Name: | Clonidine hydrochloride |
| Molecular Structure: | |
|
|
|
| Formula: | C9H10Cl3N3 |
| Molecular Weight: | 266.558 |
| Synonyms: | 1H-Imidazol-2-amine,N-(2,6-dichlorophenyl)-4,5-dihydro-, monohydrochloride (9CI);2-Imidazoline,2-(2,6-dichloroanilino)-, monohydrochloride (8CI);2-(2,6-Dichloroanilino)-2-imidazoline hydrochloride;2-[(2,6-Dichlorophenyl)amino]-2-imidazoline hydrochloride;2-[(2,6-Dichlorophenyl)amino]-2-imidazoline monohydrochloride;Atensina;Capresin;Catapres;Catapresan;Chlophazolin;Clofelin;Clonidine chloride;1H-Imidazol-2-amine,N-(2,6-dichlorophenyl)-4,5-dihydro-, hydrochloride (1:1);Clonidine monohydrochloride;Clopheline;DCAI;Haemiton;Hemiton;Isoglaucon;Katapresan;Neuclon;Normopresan;ST 155; |
| EINECS: | 224-121-5 |
| Melting Point: | 312 °C |
| Boiling Point: | 319.3 °C at 760 mmHg |
| Flash Point: | 146.9 °C |
| Solubility: | Soluble in water (50 mg/ml), DMSO (75 mM), methanol, chloroform (slightly), and dehydrated alcohol. |
| Hazard Symbols: |
 T+
|
| Risk Codes: | 25-26 |
| Safety: | 22-26-28-36/37/39-45 |
| Transport Information: | UN 2811 6.1/PG 1 |
| PSA: | 36.42000 |
| LogP: | 3.00390 |
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| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 6.5 h / 100 °C 2: thionyl chloride; sulfuryl dichloride / 22 h / 60 °C 3: ethylenediamine / dichloromethane / 2 h / 5 - 20 °C 4: hydrogenchloride / ethanol; water / 0.83 h / Reflux View Scheme |
- 10113-35-6
N-(2,6-dichlorophenyl)-formamide
- 4205-91-8
clonidine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: thionyl chloride; sulfuryl dichloride / 22 h / 60 °C 2: ethylenediamine / dichloromethane / 2 h / 5 - 20 °C 3: hydrogenchloride / ethanol; water / 0.83 h / Reflux View Scheme |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol; water for 0.833333h; Time; Reflux; | 51.2 g |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 50℃; | 94% |
- 4205-91-8
clonidine hydrochloride
| Conditions | Yield |
|---|---|
| With perchloric acid; Monochloroacetate buffer; cis-nitrous acid at 25℃; Rate constant; Mechanism; var. conc. of nitrous acid and clonidine hydrochloride; other buffers; |
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Chemistry
IUPAC Name: N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine hydrochloride
Empirical Formula: C9H10Cl3N3
Molecular Weight: 266.5548g/mol
EINECS: 224-121-5
Structure of Clonidine hydrochloride (CAS NO.4205-91-8):
Flash Point: 146.9 °C
Enthalpy of Vaporization: 56.09 kJ/mol
Melting Point: 312 °C
Boiling Point: 319.3 °C at 760 mmHg
Vapour Pressure: 0.000342 mmHg at 25°C
solubility: H2O: 50 mg/mL, clear, colorless
Product Categories: Adrenoceptor
Canonical SMILES: C1CN=C(N1)NC2=C(C=CC=C2Cl)Cl.Cl
InChI: InChI=1S/C9H9Cl2N3.ClH/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9;/h1-3H,4-5H2,(H2,12,13,14);1H
InChIKey: ZNIFSRGNXRYGHF-UHFFFAOYSA-N
Uses
Clonidine has been prescribed historically as an antihypertensive agent. It has found new uses, including treatment of some types of neuropathic pain, opioid detoxification, sleep hyperhidrosis, anaesthetic use, and off-label, to counter the side effects of stimulant medications such as methylphenidate or amphetamine. It is becoming a more accepted treatment for insomnia, as well as for relief of menopausal symptoms. Clonidine(4205-91-8) is increasingly used in conjunction with stimulants to treat attention-deficit hyperactivity disorder (ADHD), for which it is administered in late afternoon or evening for sleep, and because it sometimes helps moderate ADHD-associated impulsive and oppositional behavior, and may reduce tics. Clonidine(4205-91-8) can be used in the treatment of Tourette syndrome. Clonidine(4205-91-8) is also a mild sedative, and can be used as premedication before surgery or procedures.
Toxicity Data With Reference
| 1. | orl-inf TDLo:390 µg/kg | PEDIAU Pediatrics. 72 (1983),500. | ||
| 2. | orl-wmn TDLo:180 µg/kg:BAH,CVS,PUL | AJEMEN American Journal of Emergency Medicine. 7 (1989),343. | ||
| 3. | orl-inf TDLo:390 µg/kg:NAH,CVS | PEDIAU Pediatrics. 72 (1983),500. | ||
| 4. | orl-wmn TDLo:126 µg/kg/4 W-I:GIT | BMJOAE British Medical Journal. 292 (1986),174. | ||
| 5. | orl-man TDLo:69 µg/kg:CNS,CVS | LANCAO Lancet. 2 (1976),694. | ||
| 6. | orl-chd TDLo:70 µg/kg:CNS,CVS,PUL | AJDCAI American Journal of Diseases of Children. 137 (1983),171. | ||
| 7. | orl-rat LD50:126 mg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 18 (1987),366. | ||
| 8. | ipr-rat LD50:100 mg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 9 (1978),829. | ||
| 9. | scu-rat LD50:77 mg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 18 (1987),366. | ||
| 10. | ivn-rat LD50:29 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 16 (1966),1038. | ||
| 11. |
Safety Profile
Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: coma, effects on sleep, fall in blood pressure, gastrointestinal system effects, increase in pulse rate, pulse rate decrease, reduced blood pressure, respiratory depression, respiratory system effects, somnolence. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and Cl−.
Hazard Codes: 
T+
Risk Statements: 25-26
R25 :Toxic if swallowed.
R26:Very toxic by inhalation.
Safety Statements: 22-26-28-36/37/39-45
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 1
WGK Germany: 3
RTECS: NJ2490000
F: 10
HazardClass: 6.1(b)
PackingGroup: III
Specification
Clonidine hydrochloride , its cas register number is 4205-91-8. It also can be called 2-((2,6-Dichlorophenyl)amino)-2-imidazoline hydrochloride ; Apo-Clonidine ; Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-, hydrochloride ; Capresin ;
Catapresan ; Chlophazolin ; Clonidine HCl ; Clonidine hydrochloride ; Clonidine monohydrochloride ; Dixarit ; Edolglau ;
Ipotensium ; Katapresan ; Normopresan ; Novo-Clonidine ; Nu-Clonidine ; Trialox .