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Clemastine fumarate

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  • Name Clemastine fumarate
  • EINECS239-055-2
  • CAS No. 14976-57-9
  • Density1.097 g/cm3
  • PSA87.07000
  • LogP4.75410
  • Solubilityslightly soluble in methanol, very slightly soluble in chloroform and water
  • Melting Point177-179 °C
  • FormulaC21H26ClNO.C4H4O4
  • Boiling Point425.2 °C at 760 mmHg
  • Molecular Weight459.97
  • Flash Point211 °C
  • Transport InformationN/A
  • AppearanceWhite crystalline powder
  • Safety
  • Risk CodesN/A
  • Molecular Structure
    Molecular Structure of 14976-57-9 (Clemastine fumarate)
  • Hazard SymbolsN/A
  • SynonymsN/A

Clemastine fumarate Specification

The IUPAC name of Fuluminol is (E)-but-2-enedioic acid;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine. With the CAS registry number 14976-57-9, it is also named as Clemastine fumarate. The product's categories are Histaminergics; Antagonists; Neurotransmitters. It is white crystalline powder which is slightly soluble in methanol, very slightly soluble in chloroform and water. Additionally, this chemical should be sealed in the container and avoided direct sunshine.  

The other characteristics of Fuluminol can be summarized as: (1)ACD/LogP: 5.69; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.6; (4)ACD/LogD (pH 7.4): 3.04; (5)ACD/BCF (pH 5.5): 10.07; (6)ACD/BCF (pH 7.4): 28.05; (7)ACD/KOC (pH 5.5): 24.07; (8)ACD/KOC (pH 7.4): 67.03; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Flash Point: 211 °C; (13)Enthalpy of Vaporization: 67.99 kJ/mol; (14)Boiling Point: 425.2 °C at 760 mmHg; (15)Vapour Pressure: 1.94E-07 mmHg at 25°C; (16)Rotatable Bond Count: 8; (17)Exact Mass: 459.181251; (18)MonoIsotopic Mass: 459.181251; (19)Topological Polar Surface Area: 87.1; (20)Heavy Atom Count: 32; (21)Complexity: 495.

Uses of Fuluminol: It is a histamine H1 antagonist used as the hydrogen fumarate in hay fever, rhinitis, allergic skin conditions, and pruritus. It causes drowsiness.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)\C=C\C(=O)O.Clc1ccc(cc1)[C@](OCC[C@@H]2N(C)CCC2)(c3ccccc3)C
2. InChI:InChI=1/C21H26ClNO.C4H4O4/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2;5-3(6)1-2-4(7)8/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t20-,21-;/m1./s1

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 50mg/kg (50mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
dog LD50 oral 175mg/kg (175mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
mouse LD50 intravenous 43mg/kg (43mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
mouse LD50 oral 730mg/kg (730mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
rabbit LD50 intravenous 19mg/kg (19mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: EXCITEMENT
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
rabbit LD50 oral 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 230, 1982.
rat LD50 intravenous 82mg/kg (82mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 
rat LD50 oral 3550mg/kg (3550mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Bollettino Chimico Farmaceutico. Vol. 106, Pg. 467, 1967.
 

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