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Substance Name: Clonidine [USAN:USP:INN:BAN]
RN: 4205-90-7
UNII: MN3L5RMN02
InChIKey: GJSURZIOUXUGAL-UHFFFAOYSA-N

Note

  • An imidazoline sympatholytic agent that stimulates ALPHA-2 ADRENERGIC RECEPTORS and central IMIDAZOLINE RECEPTORS. It is commonly used in the management of HYPERTENSION.

Molecular Formula

  • C9-H9-Cl2-N3

Molecular Weight

  • 230.097
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-2 Receptor Agonists
  • Adrenergic alpha-Agonists
  • Analgesics
  • Antihypertensive
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents
  • Skin / Eye Irritant
  • Sympatholytics

Names and Synonyms

Name of Substance

  • Clonidine
  • Clonidine [USAN:USP:INN:BAN]

MeSH Heading

  • Clonidine

Synonyms

  • 1H-Imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-
  • 2,6-Dichloro-N-2-imidazolidinylidenebenzenamine
  • 2-((2,6-Dichlorophenyl)imino)imidazolidine
  • 2-(2,6-Dichloroanilino)-1,3-diazacyclopentene-(2)
  • 2-(2,6-Dichloroanilino)-2-imidazoline
  • 2-(2,6-Dichlorophenylamino)-2-imidazoline
  • 734571A
  • Adesipress
  • Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-
  • Catapres
  • Catapres- TTS
  • Catapres-TTS
  • Catapres-TTS-1
  • Catapres-TTS-2
  • Catapres-TTS-3
  • Catarpres
  • Catarpresan
  • CCRIS 7787
  • Chlornidinum
  • Clonidin
  • Clonidina
  • Clonidina [INN-Spanish]
  • Clonidine
  • Clonidinum
  • Clonidinum [INN-Latin]
  • Duraclon
  • EINECS 224-119-4
  • HSDB 3040
  • M-5041T
  • Nexiclon XR
  • SKF 34427
  • ST 155BS
  • ST-155-BS
  • UNII-MN3L5RMN02

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 4205-90-7

FDA UNII

  • MN3L5RMN02

Other Registry Number

  • 57066-25-8

Related Registry Number

  • 4205-91-8 (mono-hydrochloride)

System Generated Number

  • 0004205907

Structure Descriptors

InChI

1S/C9H9Cl2N3/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9/h1-3H,4-5H2,(H2,12,13,14)

InChIKey

GJSURZIOUXUGAL-UHFFFAOYSA-N

Smiles

c1(NC2=NCCN2)c(cccc1Cl)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 60ug/kg (0.06mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE
Critical Care Medicine. Vol. 18, Pg. 1124, 1990.
child TDLo unreported 5ug/kg (0.005mg/kg) CARDIAC: PULSE RATE

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION
Pediatrics. Vol. 96, Pg. 1176, 1995.
dog LD skin > 20mg/kg (20mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 48, Pg. 321, 1994.
dog LDLo subcutaneous 15mg/kg (15mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 45, Pg. 249, 1993.
mammal (species unspecified) LD50 intraperitoneal 102mg/kg (102mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 693, 1985.
man TDLo oral 2857ng/kg (0.002857mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Archives of Internal Medicine. Vol. 143, Pg. 2195, 1983.
man TDLo oral 5ug/kg/9W-I (0.005mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) European Journal of Clinical Pharmacology. Vol. 50, 463.
man TDLo oral 43ug/kg/10H-I (0.043mg/kg) CARDIAC: PULSE RATE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANTIPSYCHOTIC
Annals of Emergency Medicine. Vol. 17, Pg. 387, 1988.
man TDLo oral 583ug/kg/15W- (0.583mg/kg) ENDOCRINE: HYPERGLYCEMIA

KIDNEY, URETER, AND BLADDER: PROTEINURIS
American Journal of Medicine. Vol. 80, Pg. 545, 1986.
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01892,
mouse LD50 oral 108mg/kg (108mg/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 364mg/kg (364mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 366, 1987.
rat LD50 intraperitoneal 88400ug/kg (88.4mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE
Kiso to Rinsho. Clinical Report. Vol. 26, Pg. 4835, 1992.
rat LD50 oral 67300ug/kg (67.3mg/kg)   United States Patent Document. Vol. #4389403,
rat LD50 skin > 70mg/kg (70mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
Oyo Yakuri. Pharmacometrics. Vol. 45, Pg. 257, 1993.
rat LD50 subcutaneous 108mg/kg (108mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 366, 1987.
women TDLo oral 30ug/kg (0.03mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: PULSE RATE

BEHAVIORAL: GENERAL ANESTHETIC
American Journal of Emergency Medicine. Vol. 14, Pg. 678, 1996.
women TDLo oral 225ug/kg (0.225mg/kg) BEHAVIORAL: SLEEP

CARDIAC: PULSE RATE

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
British Medical Journal. Vol. 4, Pg. 23, 1975.
women TDLo oral 400ug/kg (0.4mg/kg)   Critical Care Medicine. Vol. 11, Pg. 959, 1983.
women TDLo oral 400ug/kg (0.4mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Critical Care Medicine. Vol. 11, Pg. 959, 1983.
women TDLo unreported 376ug/kg/4D-I (0.376mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: PULSE RATE
Pediatrics. Vol. 96, Pg. 1176, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 130 deg C   EXP
pKa Dissociation Constant 8.05 (none) 25 EXP
log P (octanol-water) 1.59 (none)   EXP
Water Solubility 1.36E+04 mg/L 25 EST
Vapor Pressure 2.28E-05 mm Hg 25 EST
Henry's Law Constant 1.51E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.41E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.