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Substance Name: Timolol maleate [USAN:USP:JAN]
RN: 26921-17-5
UNII: P8Y54F701R
InChIKey: WLRMANUAADYWEA-NWASOUNVSA-N

Note

  • A beta-adrenergic antagonist similar in action to PROPRANOLOL. The levo-isomer is the more active. Timolol has been proposed as an antihypertensive, antiarrhythmic, antiangina, and antiglaucoma agent. It is also used in the treatment of MIGRAINE DISORDERS and tremor.

Molecular Formula

  • C13-H24-N4-O3-S.C4-H4-O4

Molecular Weight

  • 432.4952
 

Classification Codes

  • Anti-Adrenergic (beta-Receptor)
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Name of Substance

  • Timolol maleate [USAN:USP:JAN]

Synonyms

  • (-)-1-(tert-Butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-2-propanol maleate
  • (-)-1-(tert-Butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-2-propanol maleate (1:1) (salt)
  • (S)-Timolol hydrogen maleate
  • Betime
  • Blocadren
  • CCRIS 1057
  • EINECS 248-111-5
  • Istalol
  • l-Timolol maleate
  • MK 950
  • Timacor
  • Timolol hydrogen maleate
  • Timolol maleate
  • Timoptic
  • Timoptic in Ocudose
  • Timoptic-XE
  • UNII-P8Y54F701R

Systematic Names

  • (S)-3-(3-(tert-Butylamino)-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole monomaleate
  • 2-Propanol, 1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-, (S)-, (Z)-2-butenedioate (1:1) (salt)
  • 2-Propanol, 1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-, (-)-, maleate (1:1) (salt)
  • Timolol maleate

Mixture Names

  • Cosopt
  • Timolide

Registry Numbers

CAS Registry Number

  • 26921-17-5

FDA UNII

  • P8Y54F701R

Other Registry Number

  • 30166-36-0

Related Registry Number

  • 26839-75-8 (Parent)

System Generated Number

  • 0026921175

Molecular Formulas

Molecular Formula

  • C13-H24-N4-O3-S.C4-H4-O4

Molecular Formula Fragments

  • C13-H24-N4-O3-S
  • C4-H4-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t10-;/m0./s1

InChIKey

WLRMANUAADYWEA-NWASOUNVSA-N

Smiles

CC(C)(C)NC[C@@H](COc1c(nsn1)N2CCOCC2)O.C(=C\C(=O)O)\C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo ocular 39mg/kg/87W-I (39mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives of Internal Medicine. Vol. 143, Pg. 1627, 1983.
mouse LD50 intraperitoneal 300mg/kg (300mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakkyoku. Pharmacy. Vol. 32, Pg. 1393, 1981.
mouse LD50 oral 1137mg/kg (1137mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1204, 1981.
mouse LD50 subcutaneous 805mg/kg (805mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1204, 1981.
rat LD50 intraperitoneal 381mg/kg (381mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakkyoku. Pharmacy. Vol. 32, Pg. 1393, 1981.
rat LD50 oral 1028mg/kg (1028mg/kg)   Drugs in Japan Vol. 6, Pg. 464, 1982.
rat LD50 subcutaneous 881mg/kg (881mg/kg)   Drugs in Japan Vol. 6, Pg. 464, 1982.
women LDLo ocular 5ug/kg (0.005mg/kg) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI

CARDIAC: OTHER CHANGES
Journal of Family Practice. Vol. 32, Pg. 97, 1991.