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Clonidine hydrochloride

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Name

Clonidine hydrochloride

EINECS 224-121-5
CAS No. 4205-91-8 Density N/A
PSA 36.42000 LogP 3.00390
Solubility Soluble in water (50 mg/ml), DMSO (75 mM), methanol, chloroform (slightly), and dehydrated alcohol. Melting Point 312 °C
Formula C9H10Cl3N3 Boiling Point 319.3 °C at 760 mmHg
Molecular Weight 266.558 Flash Point 146.9 °C
Transport Information UN 2811 6.1/PG 1 Appearance N/A
Safety 22-26-28-36/37/39-45 Risk Codes 25-26
Molecular Structure Molecular Structure of 4205-91-8 (Clonidine hydrochloride) Hazard Symbols VeryT+
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;

 

Clonidine hydrochloride Synthetic route

608-31-1

2,6-Dichloroaniline

4205-91-8

clonidine hydrochloride

Conditions
ConditionsYield
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
ConditionsYield
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
4205-90-7

Clonidin

4205-91-8

clonidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 0.833333h; Time; Reflux;51.2 g
4205-91-8

clonidine hydrochloride

4205-90-7

Clonidin

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃;94%
4205-91-8

clonidine hydrochloride

N-nitrosoclonidine

Conditions
ConditionsYield
With perchloric acid; Monochloroacetate buffer; cis-nitrous acid at 25℃; Rate constant; Mechanism; var. conc. of nitrous acid and clonidine hydrochloride; other buffers;

Clonidine hydrochloride Chemical Properties

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

Clonidine hydrochloride 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.

Clonidine hydrochloride 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.

Clonidine hydrochloride 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: VeryT+
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

Clonidine hydrochloride 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 .

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