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Substance Name: Metaraminol bitartrate [USP:JAN]
RN: 33402-03-8
UNII: ZC4202M9P3
InChIKey: VENXSELNXQXCNT-IJYXXVHRSA-N

Note

  • A sympathomimetic agent that acts predominantly at alpha-1 adrenergic receptors. It has been used primarily as a vasoconstrictor in the treatment of HYPOTENSION.

Molecular Formula

  • C9-H13-N-O2.C4-H6-O6

Molecular Weight

  • 317.2921
 

Classification Codes

  • Antagonist (to Histamine H2 Receptors)
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Metaraminol bitartrate (hydrogen l-tartrate)
  • Metaraminol bitartrate [USP:JAN]

Synonyms

  • (-)-alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol bitartrate
  • (-)-alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol tartrate (1:1) (salt)
  • (-)-Metaraminol bitartrate
  • 1-alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol bitartrate
  • 1-alpha-(1-Aminoethyl)-m-hydroxybenzyl alcohol hydrogen d-tartrate
  • Aramine
  • Aramine (sympathominetic)
  • Araminum
  • Araminum ampullen
  • Benzenemethanol, alpha-(1-aminoethyl)-3-hydroxy-, (R-(R*,S*))-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt)
  • Benzyl alcohol, alpha-(1-aminoethyl)-m-hydroxy-, (-)-, tartrate (1:1) (salt)
  • EINECS 251-502-3
  • IMS metaraminol bitartrat ampullen
  • l-1-(m-Hydroxyphenyl)-2-amino-1-propanol-d-hydrogen tartrate
  • l-Metraminol bitartrate
  • Levicor
  • Levicor ampullen
  • Metaramin
  • Metaraminol (R,R)-hydrogentartrat
  • Metaraminol bitartrate
  • Metaraminol tartrate (1:1)
  • NSC 758425
  • Pressonex bitartrate
  • Pressorol
  • UNII-ZC4202M9P3

Systematic Names

  • Benzenemethanol, alpha-((1S)-1-aminoethyl)-3-hydroxy-, (alphaR)-, (2R,3R)-2,3-dihydroxybutanedioate (1:1)
  • Benzenemethanol, alpha-(1-aminoethyl)-3-hydroxy-, (R-(R*,S*))-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt)
  • Benzyl alcohol, alpha-(1-aminoethyl)-m-hydroxy-, tartrate (1:1), D-(-)-
  • Metaraminol hydrogen (+)-tartrate

Registry Numbers

CAS Registry Number

  • 33402-03-8

FDA UNII

  • ZC4202M9P3

Other Registry Numbers

  • 17171-57-2
  • 36699-41-9

Related Registry Number

  • 54-49-9 (Parent)

System Generated Number

  • 0033402038

Molecular Formulas

Molecular Formula

  • C9-H13-N-O2.C4-H6-O6

Molecular Formula Fragments

  • C4-H6-O6
  • C9-H13-N-O2
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;1-,2-/m01/s1

InChIKey

VENXSELNXQXCNT-IJYXXVHRSA-N

Smiles

C[C@H](N)[C@H](O)c1cccc(O)c1.O[C@H]([C@@H](O)C(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 680mg/kg (680mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Toxicology and Applied Pharmacology. Vol. 15, Pg. 304, 1969.
mouse LD50 intravenous 39mg/kg (39mg/kg)   Drugs in Japan Vol. 6, Pg. 820, 1982.
mouse LD50 oral 99mg/kg (99mg/kg)   Drugs in Japan Vol. 6, Pg. 820, 1982.
rat LD50 intraperitoneal 41mg/kg (41mg/kg)   Drugs in Japan Vol. 6, Pg. 820, 1982.
rat LD50 intravenous 3427ug/kg (3.427mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION Archives Internationales de Pharmacodynamie et de Therapie. Vol. 281, Pg. 89, 1986.
rat LD50 oral 240mg/kg (240mg/kg)   Drugs in Japan Vol. 6, Pg. 820, 1982.
rat LD50 subcutaneous 117mg/kg (117mg/kg)   Drugs in Japan Vol. 6, Pg. 820, 1982.