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Arginine, N(G)-nitro-

HCID 4367
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
2149-70-4
Standard SMILES
NC(=NCCCC(N)C(=O)O)N[N+](=O)[O-]
InChIKey
MRAUNPAHJZDYCK-UHFFFAOYSA-N
Molecular formula
C6H13N5O4
Average molar mass
219.2 g/mol

Names & identifiers

Preferred name
Arginine, N(G)-nitro-
IUPAC
2-amino-5-[[amino(nitramido)methylidene]amino]pentanoic acid
English name
N'-Nitro-L-arginine
Molecular formula
C6H13N5O4
Molecular weight
219.2

Names & synonyms

137433-32-02-amino-5-(N'-nitrocarbamimidamido)pentanoic acidArginine, N(G)-nitro-C6H13N5O4nw-nitro-l-arginineH-D-Arg(NO)-OHArginine, .omega.-nitro-nitroargininNw-Nitro-D-arginineNorvaline, (+)-Arginine, (+)-N-Omega-Nitro-arginin
Show more names
L-NNAH-ARG(NO2)-OHARG(NO2)N-NITRO-L-ARGININEH-ARG(NO2)-OMEL-NAL-NOARGL-NO2ARGNomega LNSC 53662
2-amino-5-[[amino(nitramido)methylidene]amino]pentanoic acidSCHEMBL881062SCHEMBL30566132-amino-5-[[amino(nitramido)methylene]amino]pentanoic acidHMS3744I07NSC53662EBC-06505AKOS024350635

Database identifiers

CAS
2149-70-4
PubChem CID
4367
Nikkaji
J1.039.882G

Properties

Computed structural properties

XLogP
-3.6
Topological polar surface area
160 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
6
Heavy atoms
15
Formal charge
0
Complexity
261

Physicochemical properties

Melting point
257 °C · 257 °C (dec.)(lit.)
alpha
23.5 · 23.5 º (c=4, 2N HCl 24 ºC)
Boiling point
360 °C · 360°C (rough estimate)
Density
1.4177 · 1.4177 (rough estimate)
refractive index
1.8 · 1.8000 (estimate)
RTECS
2982100 · RM2982100
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
50 μg/ml; · DMF: <50 μg/ml; DMSO: <50 μg/ml; Ethanol: <50 μg/ml; PBS pH 7.2: 1 mg/ml
pka
2.49 · 2.49±0.24(Predicted)
form
powder to crystal
color
White to Almost white
biological source
synthetic
Water Solubility
5 mM · Soluble to 5 mM in water
BRN
1728914 · 1728914
InChI
1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29299090
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
22-24/25-36-26
hazard_class
IRRITANT
Storage Class
11 - Combustible Solids
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications

UsesNω-Nitro-L-arginine is an inhibitor for nitric oxide synthase and is used in the study of bacterium to determine effective treatments. Used in the study of MRSA (Methicillin-Resistant Staphylococcus Aureus).

Upstream & downstream products

Downstream products

N-omega-Nitro-L-arginine benzyl ester p&

Suppliers103 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hangzhou Go Top Peptide Biotech0571-88211921 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
InChIKey
MRAUNPAHJZDYCK-BYPYZUCNSA-N
SMILES
N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(O)=O
CAS DataBase Reference
2149 · 2149-70-4(CAS DataBase Reference)
NCI Dictionary of Cancer Terms
NG-nitro-L-arginine; nitroarginine
FDA UNII
7 O8V7H6P2J · 7O8V7H6P2J
NCI Drug Dictionary
NG-nitro-L-arginine
EPA Substance Registry System
5 · L-Ornithine, N5-[imino(nitroamino)methyl]- (2149-70-4)
UNSPSC Code
12352209 · 12352209
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
Xn
Risk Statements
22 · 22-36/37/38
Safety Statements
22 · 22-24/25-36-26
WGK Germany
3 · 3
TSCA
TSCA listed
HazardClass
IRRITANT
HS Code
29299090 · 29299090
Storage Class
11 · 11 - Combustible Solids
4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
宁波亿诺化学品有限公司86-574-27787657 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
成都傲飞生物化学品有限责任公司+86-028-60911900 13540204019 · [email protected]
常州安轩化工有限公司13912302692 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
南京德尔诺医药科技有限公司02585057128;025-86957866 13952093866 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
上海笛柏生物科技有限公司400-008-9730,021-54359730 400-008-9730 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
四川安派博生物科技有限公司028-65294243 18682730901 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
无锡亚肽生物科技有限公司0510-83583050 13771062561 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
Additional notes · 1 item

DefinitionChEBI: N(gamma)-nitro-L-arginine is an L-arginine derivative that is L-arginine in which the terminal nitrogen of the guanidyl group is replaced by a nitro group. It is a L-arginine derivative, a N-nitro compound, a member of guanidines and a non-proteinogenic L-alpha-amino acid.