tert-butyl N-[(1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-yl]carbamate

• ChemBase ID: 63131
• Molecular Formular: C10H18N2O2
• Molecular Mass: 198.26212
• Monoisotopic Mass: 198.13682783
• SMILES: [C@@H]12[C@@H]([C@H]1NC(=O)OC(C)(C)C)CNC2
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]1[C@@H]2[C@H]1CNC2
• InChI: InChI=1S/C10H18N2O2/c1-10(2,3)14-9(13)12-8-6-4-11-5-7(6)8/h6-8,11H,4-5H2,1-3H3,(H,12,13)/t6-,7+,8+
• InChIKey: QIYOMZXJQAKHEK-JIGDXULJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-yl]carbamate
• Synonyms: tert-Butyl N-[(1S,5R)-3-azabicyclo[3.1.0]hexan-6-yl]carbamate; (1α,5α,6α)-3-Azabicyclo[3.1.0]hex-6-yl-carbamic Acid 1,1-Dimethylethyl Ester; CP-101537; N-(1α,5α,6α)-3-Αzabicyclo[3.1.0]hex-6-yl-carbamic Acid 1,1-Dimethylethyl Ester; MN-2633; N-(1a,5a,6a)-3-Azabicyclo[3.1.0]hex-6-yl-carbamic acid 1,1-dimethylethyl ester; PF-3339644; CP-101537

Database IDs

• CAS Number: 134575-17-0
• EC Number: 429-170-8
• MDL Number: MFCD12198677
• PubChem SID: 162028870
• PubChem CID: 11127248

CALCULATED PROPERTIES

• Acid pKa: 14.9078
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.1222308
• LogD (pH = 7.4): -2.905
• Log P: 0.1161806
• Molar Refractivity: 52.7768 cm^3
• Polarizability: 21.132917 Å^3
• Polar Surface Area: 50.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; DMSO: >20 mg/mL; Methanol
• Apperance: Off-White to Pale Yellow Solid; white to off-white powder
• Melting Point: 110-111°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-41-43-48/22
• Safety Statements: 22-26-36/37/39
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H317-H318-H373
• GHS Precautionary statements: P280-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: >95%; ≥98% (HPLC)
• Empirical Formula (Hill Notation): C10H18N2O2

DETAILS

Sigma Aldrich - PZ0107

Biochem/physiol Actions
CP-101537 is a MMP inhibitor, candidate drug for myocardial infarction therapy, and antibacterial.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - A795230

An intermediate of Trovafloxacin (T893000) and analogs.

REFERENCES

• Gootz, T., et al.: Med. Res. Rev., 16, 433 (1996)
• Borobio, M., et al.: Int. J. Antimicrob. Agents, 8, 249 (1996)