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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H15N5O4
Molecular Weight 233.2251
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of L-NAME

SMILES

COC(=O)[C@@H](N)CCCNC(=N)N[N+]([O-])=O

InChI

InChIKey=KCWZGJVSDFYRIX-YFKPBYRVSA-N
InChI=1S/C7H15N5O4/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15/h5H,2-4,8H2,1H3,(H3,9,10,11)/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H15N5O4
Molecular Weight 233.2251
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

L-NAME is a non-selective inhibitor of nitric oxide synthase. It is used in experimental models of hypertension.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
39.0 nM [Ki]
4.44 null [pIC50]

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Rats: Nitroarginine inhibits NO synthase activity in the brain after i.p. administration of 5 or 50 mg/kg.
Route of Administration: Intraperitoneal
In Vitro Use Guide
The vasodilator responses evoked by low doses of 5-HT (5 x 10(-10)-10(-8) mol) were almost abolished by Nitroarginine (L-NOARG) (at 10(-4) M). The vasodilator response evoked by substance P (5 x 10(-12)-5 x 10(-9) mol) was reduced in the presence of L-NOARG ( 3 x 10(-5) M). The response to substance P was almost abolished by L-NOARG (at 10(-4) M).
Substance Class Chemical
Record UNII
V55S2QJN2X
Record Status Validated (UNII)
Record Version