(2R,3R)-2,3-dihydroxybutanedioic acid; 1,2,2,6,6-pentamethylpiperidine

• ChemBase ID: 153588
• Molecular Formular: C14H27NO6
• Molecular Mass: 305.36728
• Monoisotopic Mass: 305.18383759
• SMILES: CC1(CCCC(N1C)(C)C)C.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: CN1C(C)(C)CCCC1(C)C.OC(=O)[C@@H]([C@H](C(=O)O)O)O
• InChI: InChI=1S/C10H21N.C4H6O6/c1-9(2)7-6-8-10(3,4)11(9)5;5-1(3(7)8)2(6)4(9)10/h6-8H2,1-5H3;1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1
• InChIKey: AAFNEINEQRQMTF-LREBCSMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 1,2,2,6,6-pentamethylpiperidine
• IUPAC Traditional name: L(+)-tartaric acid; pempidine
• Synonyms: 1,2,2,6,6-pentamethylpiperidine d-tartrate; PMP; Pirilene; Pempidine tartrate

Database IDs

• CAS Number: 546-48-5
• EC Number: 208-902-8
• MDL Number: MFCD00467899
• PubChem SID: 24278638; 162247727
• PubChem CID: 120729

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.0613143
• LogD (pH = 7.4): -0.77342993
• Log P: 2.434839
• Molar Refractivity: 50.2441 cm^3
• Polarizability: 19.986317 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: colorless powder
• Melting Point: 150-151 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143)

Product Information

• Purity: ≥98% (TLC)
• Empirical Formula (Hill Notation): C10H21N · C4H6O6

DETAILS

Sigma Aldrich - P5114

Biochem/physiol Actions
Neuronal nicotinic acetylcholine receptor antagonist; potent ganglioblocker; antihypertensive.
Caution
Protect from light.