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Substance Name: Clonidine hydrochloride [USAN:USP:BAN:JAN]
RN: 4205-91-8
UNII: W76I6XXF06
InChIKey: ZNIFSRGNXRYGHF-UHFFFAOYSA-N

Note

  • An alpha-2 adrenergic agonist that crosses the blood-brain barrier. Clonidine acts centrally by reducing sympathetic tone, resulting in a fall in diastolic and systolic blood pressure and a reduction in heart rate. It also acts peripherally, and this peripheral activity may be responsible for the transient increase in blood pressure seen during rapid intravenous administration. (From Martindale, the Extra Pharmacopoeia, 30th ed, p350)

Molecular Formula

  • C9-H9-Cl2-N3.Cl-H

Molecular Weight

  • 266.558
 

Classification Codes

  • Antihypertensive
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Clonidine hydrochloride [USAN:USP:BAN:JAN]

Synonyms

  • 2-((2,6-Dichlorophenyl)amino)-2-imidazoline hydrochloride
  • 2-((2,6-Dichlorophenyl)imino)imidazolidine monohydrochloride
  • 2-(2,6-Dichloroanilino)-2-imidazoline hydrochloride
  • 2-(2,6-Dichlorophenylamino)-2-imidazolin hydrochlorid
  • 2-(2,6-Dichlorophenylamino)-2-imidazolin hydrochlorid [German]
  • Apo-Clonidine
  • Atensina
  • Bapresan
  • Barclyd
  • Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-, hydrochloride
  • Capresin
  • Caprysin
  • Catanidin
  • Catapres
  • Catapresan
  • Chlophazolin
  • Clofelin
  • Clonicel
  • Clonid-Ophal
  • Clonidil-Riker
  • Clonidine HCl
  • Clonidine hydrochloride
  • Clonidine monohydrochloride
  • Clonilou
  • Clonisin
  • Clonistada
  • DCAI
  • Dispaclonidin
  • Dixarit
  • Duraclon
  • Edolglau
  • EINECS 224-121-5
  • Glausine
  • Haemiton
  • Iporel
  • Ipotensium
  • Isoglaucon
  • Kapvay
  • Katapresan
  • Klophelin
  • Normopresan
  • Novo-Clonidine
  • Nu-Clonidine
  • ST-155
  • Trialox
  • UNII-W76I6XXF06

Systematic Names

  • 1H-Imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, monohydrochloride (9CI)
  • 2-Imidazoline, 2-(2,6-dichloroanilino)-, monohydrochloride
  • Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-, monohydrochloride
  • Clonidine hydrochloride

Mixture Name

  • Combipres

Registry Numbers

CAS Registry Number

  • 4205-91-8

FDA UNII

  • W76I6XXF06

Other Registry Numbers

  • 57665-50-6
  • 64638-22-8
  • 66009-47-0
  • 66073-52-7
  • 73121-65-0
  • 7555-15-9

Related Registry Number

  • 4205-90-7 (Parent)

System Generated Number

  • 0004205918

Molecular Formulas

Molecular Formula

  • C9-H9-Cl2-N3.Cl-H

Molecular Formula Fragments

  • C9-H9-Cl2-N3
  • Cl-H
  • COMPONENT

Structure Descriptors

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

Smiles

c1cc(c(c(c1)Cl)NC2=NCCN2)Cl.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 70ug/kg (0.07mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
American Journal of Diseases of Children. Vol. 137, Pg. 171, 1983.
child TDLo oral 100ug/kg (0.1mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

BEHAVIORAL: IRRITABILITY
Clinical Toxicology. Vol. 14, Pg. 271, 1979.
child TDLo oral 440ug/kg (0.44mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: PULSE RATE
American Journal of Diseases of Children. Vol. 135, Pg. 77, 1981.
dog LD50 intravenous 6mg/kg (6mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
dog LD50 oral 30mg/kg (30mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 67, 1977.
dog LDLo subcutaneous 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
infant TDLo oral 390ug/kg (0.39mg/kg) CARDIAC: PULSE RATE

BEHAVIORAL: COMA

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Pediatrics. Vol. 72, Pg. 500, 1983.
man TDLo oral 69ug/kg (0.069mg/kg) VASCULAR: PULSE PRESSURE INCREASE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Lancet. Vol. 2, Pg. 694, 1976.
monkey LD50 oral 150mg/kg (150mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 67, 1977.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 829, 1978.
mouse LD50 intravenous 17600ug/kg (17.6mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
mouse LD50 oral 135mg/kg (135mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 366, 1987.
mouse LD50 subcutaneous 59mg/kg (59mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakugaku Zasshi. Journal of Pharmacy. Vol. 95, Pg. 966, 1975.
rabbit LD50 intravenous 45mg/kg (45mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 67, 1977.
rabbit LD50 oral 80mg/kg (80mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
rabbit LDLo ocular 25mg/kg (25mg/kg)   Toksikologicheskii Vestnik. Vol. (5), Pg. 34, 1999.
rabbit LDLo subcutaneous 30mg/kg (30mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
rat LC50 inhalation 19700ug/m3/4H (19.7mg/m3) BEHAVIORAL: AGGRESSION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
Toksikologicheskii Vestnik. Vol. (5), Pg. 34, 1999.
rat LD50 intraperitoneal 91200ug/kg (91.2mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
Kiso to Rinsho. Clinical Report. Vol. 26, Pg. 4843, 1992.
rat LD50 intravenous 29mg/kg (29mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1038, 1966.
rat LD50 oral 126mg/kg (126mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 366, 1987.
rat LD50 subcutaneous 77mg/kg (77mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 366, 1987.
women TDLo oral 126ug/kg/4W-I (0.126mg/kg) GASTROINTESTINAL: OTHER CHANGES British Medical Journal. Vol. 292, Pg. 174, 1986.
women TDLo oral 180ug/kg (0.18mg/kg) CARDIAC: PULSE RATE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA
American Journal of Emergency Medicine. Vol. 7, Pg. 343, 1989.