ChemicalBook--->CAS DataBase List--->210354-22-6

210354-22-6

210354-22-6 Structure

210354-22-6 Structure
IdentificationBack Directory
[Name]

(S)-2-AMINO-(1-IMINOETHYLAMINO)-5-THIOHEPTANOIC ACID
[CAS]

210354-22-6
[Synonyms]

GW274150
GW274150 (GW-274150
Acetylcysteine Impurity 4
4-(2-acetamidoethylthio)-2-aminobutanoic acid
S-[2-[(1-iminoethyl)amino]ethyl]-L-Homocysteine
4-(2-acetamidoethylsulfanyl)-2-aminobutanoicacid
L-Homocysteine, S-[2-[(1-iminoethyl)amino]ethyl]-
(S)-2-AMINO-(1-IMINOETHYLAMINO)-5-THIOHEPTANOIC ACID
[Molecular Formula]

C8H17N3O2S
[MDL Number]

MFCD02683945
[MOL File]

210354-22-6.mol
[Molecular Weight]

219.3
Chemical PropertiesBack Directory
[Boiling point ]

392.3±52.0 °C(Predicted)
[density ]

1.30±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[form ]

Solid
[pka]

2.22±0.10(Predicted)
[color ]

White to off-white
[Water Solubility ]

Water : ≥ 62 mg/mL (282.72 mM)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Hazard InformationBack Directory
[Uses]

GW274150 is a potent, selective, orally active and NADPH-dependent inhibitor of human inducible nitric oxide synthase (iNOS) (IC50=2.19 μM; Kd=40 nM) and rat iNOS (ED50=1.15 μM). GW274150 also displays less potency for both humans or rats endothelial NOS (eNOS) and neuronal NOS (nNOS). GW274150 exerts a protective role in an acute model of lung injury inflammation[1][2].
[in vivo]

GW274150 is a long-acting (5 h half-life in rats) iNOS inhibitor and is able to inhibit LPS-mediated increase in plasma NO2-, NO3- levels 14 h after single intraperitoneal dose (ED50=3 mg/kg)[2].GW274150 (intraperitoneal injection; 2.5, 5, and 10 mg/kg; before carrageenan injection) reduces the degree of lung injury induced by carrageenan in a dose-related fashion. Oedema formation and PMNs infiltration in the pleural cavity are also significantly attenuated in a dose-related manner in rats[2].GW274150 (oral adminstration; 30 mg/kg; twice daily; 7 days) leads to significant neuroprotection, However, it displays a bell-shaped neuroprotective profile, being ineffective at high doses in 6-OHDA rat model of Parkinson disease (PD)[3].

Animal Model:SD-rat[2]
Dosage:2.5, 5 and 10 mg/kg; single dose
Administration:Intraperitoneal?injection 5 min before carrageenan injection
Result:Exerted a protective role in an acute model of inflammation, carrageenan-induced lung injury.
[IC 50]

iNOS
[storage]

Store at -20°C
[References]

[1] Alderton WK, et al. GW274150 and GW273629 are potent and highly selective inhibitors of inducible nitric oxide synthase in vitro and in vivo.Br J Pharmacol. 2005 Jun;145(3):301-12. DOI:10.1038/sj.bjp.0706168
[2] Dugo L, et al. Effects of GW274150, a novel and selective inhibitor of iNOS activity, in acute lung inflammation. Br J Pharmacol. 2004 Mar;141(6):979-87. Epub 2004 Feb DOI:10.1038/sj.bjp.0705683
[3] Broom L, et al. Neuroprotection?by the?selective?iNOS?inhibitor?GW274150?in a?model?of?Parkinson?disease.Free Radic Biol Med.?2011 Mar 1;50(5):633-40. DOI:10.1016/j.freeradbiomed.2010.12.026
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-2-AMINO-(1-IMINOETHYLAMINO)-5-THIOHEPTANOIC ACID(210354-22-6)1HNMR
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