WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H130386
CAS#: N/A
Description: Thalidomide-Photoswitch3-NH2 hydrochloride is a vital component in the synthesis of PHOTACs, which are PROTACs whose reversible activation is governed by different wavelengths of light, being rendered inactive in the dark and activated to the cis isomer by irradiation at 390 nm. At wavelengths above 450 nm, the PHOTACs are reversibly inactivated. The conjugate, which consists of a Cereblon (CRBN)-recruiting ligand, an azobenzene photoswitchable crosslinker, and a pendant amine that reacts with an acid on the target warhead, was used in the preparation of PHOTAC-I-10 and PHOTAC-II-6.
Hodoodo Cat#: H130386
Name: Thalidomide-Photoswitch3-NH2 hydrochloride
CAS#: N/A
Chemical Formula: C27H23ClN6O6
Exact Mass: 0.00
Molecular Weight: 562.967
Elemental Analysis: C, 57.60; H, 4.12; Cl, 6.30; N, 14.93; O, 17.05
Synonym: Thalidomide-Photoswitch3-NH2 hydrochloride; Thalidomide-Photoswitch3-NH2 HCl
IUPAC/Chemical Name: (E)-N-(4-((4-aminophenyl)diazenyl)phenyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamide hydrochloride
InChi Key: LEIFAZYMMHNBAT-MRRLHAJBSA-N
InChi Code: InChI=1S/C27H22N6O6.ClH/c28-15-4-6-17(7-5-15)31-32-18-10-8-16(9-11-18)29-23(35)14-39-21-3-1-2-19-24(21)27(38)33(26(19)37)20-12-13-22(34)30-25(20)36;/h1-11,20H,12-14,28H2,(H,29,35)(H,30,34,36);1H/b32-31+;
SMILES Code: O=C(NC1=CC=C(/N=N/C2=CC=C(N)C=C2)C=C1)COC3=CC=CC(C(N4C(CC5)C(NC5=O)=O)=O)=C3C4=O.[H]Cl
Appearance: To be determined
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
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The following data is based on the product molecular weight 562.97 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1. Reynders M, Matsuura BS, Bérouti M, Simoneschi D, Marzio A, Pagano M, Trauner D. PHOTACs enable optical control of protein degradation. Sci Adv. 2020 Feb 21;6(8):eaay5064. doi: 10.1126/sciadv.aay5064. PMID: 32128406; PMCID: PMC7034999.
