Nitrosoproline

Nitrosoproline
Names
	IUPAC name 1-Nitroso-L-proline
	Other names N-Nitrosoproline; Proline nitric oxide; Proline NO
Identifiers
CAS Number	7519-36-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	8594734;
PubChem CID	10419304;
CompTox Dashboard (EPA)	DTXSID3021061 ;
	InChI InChI=1S/C5H8N2O3/c8-5(9)4-2-1-3-7(4)6-10/h4H,1-3H2,(H,8,9)/t4-/m0/s1 Key: WLKPHJWEIIAIFW-BYPYZUCNSA-N; InChI=1/C5H8N2O3/c8-5(9)4-2-1-3-7(4)6-10/h4H,1-3H2,(H,8,9)/t4-/m0/s1 Key: WLKPHJWEIIAIFW-BYPYZUCNBF;
	SMILES O=C(O)[C@H]1N(N=O)CCC1;
Properties
Chemical formula	C5H8N2O3
Molar mass	144.130 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Nitrosoproline is a nitroso derivative of the amino acid proline.

The mixture of nitrosoproline with sodium methoxide is known as PROLI/NO (also PROLINO or ProliNO). It is an "ultrafast" nitric oxide donor which is being studied for its research and clinical applications.^[1]^[2]

References

^ Pluta RM, Rak R, Wink DA, et al. (April 2001). "Effects of nitric oxide on reactive oxygen species production and infarction size after brain reperfusion injury". Neurosurgery. 48 (4): 884–92, discussion 892–3. doi:10.1227/00006123-200104000-00039. PMID 11322449.
^ Saavedra JE, Southan GJ, Davies KM, et al. (October 1996). "Localizing antithrombotic and vasodilatory activity with a novel, ultrafast nitric oxide donor". J. Med. Chem. 39 (22): 4361–5. doi:10.1021/jm960616s. PMID 8893830.

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[1] Pluta RM, Rak R, Wink DA, et al. (April 2001). "Effects of nitric oxide on reactive oxygen species production and infarction size after brain reperfusion injury". Neurosurgery. 48 (4): 884–92, discussion 892–3. doi:10.1227/00006123-200104000-00039. PMID 11322449.

[2] Saavedra JE, Southan GJ, Davies KM, et al. (October 1996). "Localizing antithrombotic and vasodilatory activity with a novel, ultrafast nitric oxide donor". J. Med. Chem. 39 (22): 4361–5. doi:10.1021/jm960616s. PMID 8893830.

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