| Identification | Back Directory | [Name]
PYRROLIDINYL DIAMINOPYRIMIDINE OXIDE | [CAS]
55921-65-8 | [Synonyms]
PYRROLIDINYL DIAMINOPYRIMIDINE OXIDE
2,4-Diamino-6-pyrrolidinopyrimidine 3-oxide
3-oxy-6-pyrrolidin-1-yl-pyrimidine-2,4-diamine
6-(1-Pyrrolidinyl)-2,4-pyrimidinediamine 3-oxide
6-(pyrrolidin-1-yl)pyrimidine-2,4-diamine 3-oxide
2,6-diamino-4-(pyrrolidin-1-yl)pyrimidine 1-oxide
2,4-PyriMidinediaMine,6-(1-pyrrolidinyl)-, 3-oxide
PYRROLIDINYL DIAMINOPYRIMIDINE OXIDE ISO 9001：2015 REACH | [EINECS(EC#)]
618-347-7 | [Molecular Formula]
C8H13N5O | [MDL Number]
MFCD22041981 | [MOL File]
55921-65-8.mol | [Molecular Weight]
195.22 |
| Chemical Properties | Back Directory | [Melting point ]
278℃ (DEC.) | [Boiling point ]
549.3±60.0 °C(Predicted) | [density ]
1.60 | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [pka]
4.89±0.10(Predicted) | [InChI]
InChI=1S/C8H13N5O/c9-6-5-7(11-8(10)13(6)14)12-3-1-2-4-12/h5H,1-4,9H2,(H2,10,11) | [InChIKey]
FMVJDYVWXJHAFZ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(N2CCCC2)=CC(N)=[N+]1[O-] |
| Hazard Information | Back Directory | [Uses]
Pyrrolidinyl Diaminopyrimidine Oxide is a hair growth stimulant that can be used to treat hair loss. It can also be used in cosmetics to invent a dermocosmetic composition having a whitening or dark circle removal or anti-glare effect by containing a pyrrolidinyl diaminopyrimidine oxide compound as an active ingredient. | [Synthesis]
Pyrrolidinyl Diaminopyrimidine Oxide is prepared by the reaction of pyrrolidine and 2,6-diamino-4-chloro-pyrimidine N-oxide. The steps are as follows:
Pyrrolidine (7.47 g, 0.105 mol) and 2,6-diamino-4-chloropyrimidine N-oxide (16 g, 0.1 mol) were added to 100 mL ethanol solution, 10% NaOH (0.11 mol) was added dropwise under stirring, and then the reaction was carried out at 80 °C for 120 min. The progress of the reaction was monitored by high performance liquid chromatography. After the reaction is completed, it is cooled to below 5°C, the solvent is removed by filtration, the obtained solid product is washed with water, and recrystallized with hot water to obtain 2,6-diamino-4-pyrrolidinopyrimidine N-oxide as a colorless crystalline solid. Yield 92% (17.96 g), white crystalline powder, mp 276-278°C. IR spectrum (neat), νmax, cm-1: 1195 (C-N), 1346 (C-C), 1463 (N-O), 1613 (C=N), 1651 (C=C), 2856 (C-H), 3265 (C-H), 3298 (O-H), 3428 (N-H). 1H NMR spectrum (500 MHz, DMSO), δ, ppm: 1.87 s (4H, CH2), 3.25 s (4H, N-CH2), 5.08 s (1H, Ar-H), 6.78 s (4H, NH2). 13C NMR spectrum (101 MHz, DMSO), δC, ppm: 26.81, 48.05, 74.81, 153.85, 154.47, 154.60.
 |
|
|