Creatine → Creatine Dinitrate

HRID 1927582Notes

Reaction equation

HRID 1927582 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[O:5]=[C:6]([CH2:8][N:9]([C:11](=[NH:13])[NH2:12])[CH3:10])[OH:7].[N+:14]([O-:17])([OH:16])=[O:15].[O:18]=[C:19]([CH2:21][N:22]([C:24](=[NH:26])[NH2:25])[CH3:23])[OH:20]>O>[N+:1]([O-:4])([OH:3])=[O:2].[N+:14]([O-:17])([OH:16])=[O:15].[O:5]=[C:6]([CH2:8][N:9]([C:11](=[NH:12])[NH2:13])[CH3:10])[OH:7].[N+:1]([O-:4])([OH:3])=[O:2].[N+:1]([O-:4])([OH:3])=[O:2].[N+:1]([O-:4])([OH:3])=[O:2].[O:18]=[C:19]([CH2:21][N:22]([C:24](=[NH:25])[NH2:26])[CH3:23])[OH:20]

Participants

6

Reactant 3

HCID 586CreatineHCID 944Nitric AcidHCID 25231507Creatine Nitrate

Product 2

HCID 86628844Creatine DinitrateHCID 86628845Creatine Trinitrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Applicants have cost-effectively synthesized Creatine Nitrate by combining nitric acid and Creatine, mixing with water, and leaving to crystallize. Further nitratization can take place, yielding Creatine Dinitrate or Creatine Trinitrate. An alternative implementation may comprise using Nitrous Acid (HNO2) instead of Nitric Acid (HNO3), thus yielding Creatine Nitrite. Creatine Nitrite has the same effects as Creatine Nitrate, the only difference being that it requires one less step to yield Nitric Oxide (NO—). Mixed salts may also be used, such as in the non-limiting example of Creatine Nitrate-Orotate.

Workup

  1. customleaving
  2. customto crystallize

Sources & evidence

ORD record
ord-0d39f1cd59c1415da5bb41680f87efed
Source dataset
uspto-grants-2012_05
Patent number
US08183288B2

Reaction notes

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