Maropitant citrate hydrate Chemical Properties

Melting point:

153-159 °C(lit.)

Flash point:

100 °C

storage temp. 

2-8°C

solubility 

H₂O: 1 M at 20 °C, clear, colorless

form 

white to off-white crystalline powder

Water Solubility 

Water: 3 mg/mL (4.42 mM)

InChI

InChI=1/C32H40N2O.C6H8O7/c1-32(2,3)27-15-16-28(35-4)26(21-27)22-33-30-25-17-19-34(20-18-25)31(30)29(23-11-7-5-8-12-23)24-13-9-6-10-14-24;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-16,21,25,29-31,33H,17-20,22H2,1-4H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t30-,31-;/s3

InChIKey

XDZPFSKCXRGRIO-OHTRWSNQNA-N

SMILES

C(O)(C(=O)O)(CC(=O)O)CC(=O)O.C(C1C=CC=CC=1)(C1C=CC=CC=1)[C@@H]1N2CCC(CC2)[C@@H]1NCC1C=C(C(C)(C)C)C=CC=1OC |&1:26,33,r|

CAS DataBase Reference

359875-09-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

41-42/43-36/37/38-25

Safety Statements 

26-39-45-36/37-22

RIDADR 

UN 3284 6.1/PG 3

WGK Germany 

1

RTECS 

GE7350000

F 

9

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Maropitant citrate hydrate Usage And Synthesis

Description

Maropitant citrate hydrate is a specific neurokinin-1 (NK-1) receptor antagonist that selectively inhibits the production of substance P, a mediator involved in signalling vomiting. Maropitant citrate was therefore originally used to treat vomiting in dogs and cats. Currently, it is also used as an adjunct to visceral analgesia in dogs and cats, and in other species such as horses and birds.

Uses

Anti-emetic.

Pharmacokinetics

The maximum, minimum, and average concentrations of maropitant achieved at steady state were 375.5 ± 200, 16.8 ± 7.7, and 73.5 ± 45.1 ng/ml, respectively. The terminal elimination half-life was 11.6 ± 1.4 hr, and the accumulation index was 1.3 ± 0.07. Heart rate decreased between Day 1 and Day 5 (p = .005), with three horses having heart rates of 20 beats per minute and atrioventricular block on Day 5. Pharmacokinetics of repeated maropitant administration suggests the drug could be considered for use in healthy horses.

Veterinary Drugs and Treatments

Maropitant citrate injectable solution is indicated for the prevention and treatment of acute vomiting in dogs; maropitant citrate tablets are indicated for the prevention of acute vomiting and the prevention of vomiting due to motion sickness in dogs. Both are also used extra-label in cats.

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