Silicon containing detectable compounds

Patent metadata

Field	Value
Publication number	US-12331199-B2
Application number	US-202318130212-A
Country	US
Kind code	B2
Filing date	Apr 3, 2023
Priority date	May 18, 2018
Publication date	Jun 17, 2025
Grant date	Jun 17, 2025

Abstract

Disclosed herein, inter alia, are silicon containing detectable compounds and methods of use thereof.

First claim

What is claimed is:

1. A compound, or salt thereof, having the formula:

wherein,
L 3 is

L 1 -L 2 -comprises

R 1 is substituted or unsubstituted alkyl, halogen, —CF 3 , —CBr 3 , —CCl 3 , —CI 3 , —CHF 2 , —CHBr 2 , —CHCl 2 , —CHI 2 , —CH 2 F, —CH 2 Br, —CH 2 Cl, —CH 2 I, —OH, —NH 2 , —COOH, —CONH 2 , —SH, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R 2 and R 3 are independently substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl;
R 4 is hydrogen, R 34 -substituted or unsubstituted alkyl, halogen, —CF 3 , —CBr 3 , —CCl 3 , —CI 3 , —CHF 2 , —CHBr 2 , —CHCl 2 , —CHI 2 , —CH 2 F, —CH 2 Br, —CH 2 Cl, —CH 2 I, —OH, —NH 2 , —COOH, —CONH 2 , —SH, R 34 -substituted or unsubstituted heteroalkyl, R 34 -substituted or unsubstituted cycloalkyl, or R 34 -substituted or unsubstituted heterocycloalkyl;
R 5 is hydrogen, R 35 -substituted or unsubstituted alkyl, halogen, —CF 3 , —CBr 3 , —CCl 3 , —CI 3 , —CHF 2 , —CHBr 2 , —CHCl 2 , —CHI 2 , —CH 2 F, —CH 2 Br, —CH 2 Cl, —CH 2 I, —OH, —NH 2 , —COOH, —CONH 2 , —SH, R 35 -substituted or unsubstituted heteroalkyl, R 35 -substituted or unsubstituted cycloalkyl, or R 35 -substituted or unsubstituted heterocycloalkyl;
R 6 is hydrogen, R 36 -substituted or unsubstituted alkyl, halogen, —CF 3 , —CBr 3 , —CCl 3 , —CI 3 , —CHF 2 , —CHBr 2 , —CHCl 2 , —CHI 2 , —CH 2 F, —CH 2 Br, —CH 2 Cl, —CH 2 I, —OH, —NH 2 , —COOH, —CONH 2 , —SH, R 36 -substituted or unsubstituted heteroalkyl, R 36 -substituted or unsubstituted cycloalkyl, or R 36 -substituted or unsubstituted heterocycloalkyl;
R 7 is hydrogen, R 37 -substituted or unsubstituted alkyl, halogen, —CF 3 , —CBr 3 , —CCl 3 , —CI 3 , —CHF 2 , —CHBr 2 , —CHCl 2 , —CHI 2 , —CH 2 F, —CH 2 Br, —CH 2 Cl, —CH 2 I, —OH, —NH 2 , —COOH, —CONH 2 , —SH, R 37 -substituted or unsubstituted heteroalkyl, R 37 -substituted or unsubstituted cycloalkyl, or R 37 -substituted or unsubstituted heterocycloalkyl;
R 8 is a nucleotide;
R 9 is hydrogen, R 39 -substituted or unsubstituted alkyl, or R 39 -substituted or unsubstituted heteroalkyl;
R 10 is hydrogen, R 40 -substituted or unsubstituted alkyl, or R 40 -substituted or unsubstituted heteroalkyl;
R 11 is hydrogen, R 41 -substituted or unsubstituted alkyl, or R 41 -substituted or unsubstituted heteroalkyl;
R 12 is hydrogen, R 42 -substituted or unsubstituted alkyl, or R 42 -substituted or unsubstituted heteroalkyl;
R 4 and R 5 substituents bonded to the same nitrogen atom may optionally be joined to form a R 34 -substituted or unsubstituted heterocycloalkyl;
R 6 and R 7 substituents bonded to the same nitrogen atom may optionally be joined to form a R 36 -substituted or unsubstituted heterocycloalkyl;
R 4 and R 9 substituents may optionally be joined to form a R 34 -substituted or unsubstituted heterocycloalkyl, or R 39 -substituted or unsubstituted heteroaryl;
R 7 and R 10 substituents may optionally be joined to form a R 37 -substituted or unsubstituted heterocycloalkyl, or R 37 -substituted or unsubstituted heteroaryl;
R 5 and R 11 substituents may optionally be joined to form a R 35 -substituted or unsubstituted heterocycloalkyl, or R 35 -substituted or unsubstituted heteroaryl;
R 6 and R 12 substituents may optionally be joined to form a R 36 -substituted or unsubstituted heterocycloalkyl, or R 36 -substituted or unsubstituted heteroaryl;
R 34 is independently oxo, halogen, —CF 3 , —CCl 3 , —CI 3 , —CBr 3 , —CHF 2 , —CHCl 2 , —CHI 2 , —CHBr 2 , —CH 2 F, —CH 2 Cl, —CH 2 I, —CH 2 Br, —OCH 2 F, —OCH 2 Cl, —OCH 2 I, —OCH 2 Br, —OCHF 2 , —OCHCl 2 , —OCHI 2 , —OCHBr 2 , —OCF 3 , —OCCl 3 , —OCI 3 , —OCBr 3 , —CN, —OH, —NH 2 , —COOH, —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)OH, —NHOH, —PO 4 H, —PO 3 H, —N 3 , unsubstituted alkyl, unsubstituted heteroalkyl, unsubstituted cycloalkyl, or unsubstituted heterocycloalkyl;
R 35 is independently oxo, halogen, —CF 3 , —CCl 3 , —CI 3 , —CBr 3 , —CHF 2 , —CHCl 2 , —CHI 2 , —CHBr 2 , —CH 2 F, —CH 2 Cl, —CH 2 I, —CH 2 Br, —OCH 2 F, —OCH 2 Cl, —OCH 2 I, —OCH 2 Br, —OCHF 2 , —OCHCl 2 , —OCHI 2 , —OCHBr 2 , —OCF 3 , —OCCl 3 , —OCI 3 , —OCBr 3 , —CN, —OH, —NH 2 , —COOH, —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)OH, —NHOH, —PO 4 H, —PO 3 H, —N 3 , unsubstituted alkyl, unsubstituted heteroalkyl, unsubstituted cycloalkyl, or unsubstituted heterocycloalkyl;
R 36 is independently oxo, halogen, —CF 3 , —CCl 3 , —CI 3 , —CBr 3 , —CHF 2 , —CHCl 2 , —CHI 2 , —CHBr 2 , —CH 2 F, —CH 2 Cl, —CH 2 I, —CH 2 Br, —OCH 2 F, —OCH 2 Cl, —OCH 2 I, —OCH 2 Br, —OCHF 2 , —OCHCl 2 , —OCHI 2 , —OCHBr 2 , —OCF 3 , —OCCl 3 , —OCI 3 , —OCBr 3 , —CN, —OH, —NH 2 , —COOH, —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)OH, —NHOH, —PO 4 H, —PO 3 H, —N 3 , unsubstituted alkyl, unsubstituted heteroalkyl, unsubstituted cycloalkyl, or unsubstituted heterocycloalkyl;
R 37 is independently oxo, halogen, —CF 3 , —CCl 3 , —CI 3 , —CBr 3 , —CHF 2 , —CHCl 2 , —CHI 2 , —CHBr 2 , —CH 2 F, —CH 2 Cl, —CH 2 I, —CH 2 Br, —OCH 2 F, —OCH 2 Cl, —OCH 2 I, —OCH 2 Br, —OCHF 2 , —OCHCl 2 , —OCHI 2 , —OCHBr 2 , —OCF 3 , —OCCl 3 , —OCI 3 , —OCBr 3 , —CN, —OH, —NH 2 , —COOH, —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)OH, —NHOH, —PO 4 H, —PO 3 H, —N 3 , unsubstituted alkyl, unsubstituted heteroalkyl, unsubstituted cycloalkyl, or unsubstituted heterocycloalkyl;
R 39 is independently —PO 3 H, —PO 4 H, —SO 2 NH 2 , —SO 3 H, or —SO 4 H;
R 40 is independently —PO 3 H, —PO 4 H, —SO 2 NH 2 , —SO 3 H, or —SO 4 H;
R 41 is independently —PO 3 H, —PO 4 H, —SO 2 NH 2 , —SO 3 H, or —SO 4 H; and
R 42 is independently —PO 3 H, —PO 4 H, —SO 2 NH 2 , —SO 3 H, or —SO 4 H.

2. The compound of claim 1 , wherein R 1 is substituted or unsubstituted C 1 -C 6 alkyl.

3. The compound of claim 1 , wherein R 2 and R 3 are independently substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted 2 to 6 membered heteroalkyl.

4. The compound of claim 1 , wherein R 4 is hydrogen, R 34 -substituted or unsubstituted C 1 -C 6 alkyl, or R 34 -substituted or unsubstituted 2 to 6 membered heteroalkyl;
R 5 is hydrogen, R 35 -substituted or unsubstituted C 1 -C 6 alkyl, or R 35 -substituted or unsubstituted 2 to 6 membered heteroalkyl;
R 6 is hydrogen, R 36 -substituted or unsubstituted C 1 -C 6 alkyl, or R 36 -substituted or unsubstituted 2 to 6 membered heteroalkyl; and
R 7 is hydrogen, R 37 -substituted or unsubstituted C 1 -C 6 alkyl, or R 37 -substituted or unsubstituted 2 to 6 membered heteroalkyl.

5. The compound of claim 1 , wherein R 4 and R 5 substituents bonded to the same nitrogen atom are joined to form a R 34 -substituted or unsubstituted 5 membered heterocycloalkyl or R 34 -substituted or unsubstituted 6 membered heterocycloalkyl.

6. The compound of claim 1 , wherein R 6 and R 7 substituents b

Assignees

• Singular Genomics Systems Inc

Inventors

• Graham Ronald
• Rodriguez Rodrigo

Classifications

• C07H21/02

  with ribosyl as saccharide radical · CPC title

• C07H21/04

  with deoxyribosyl as saccharide radical · CPC title

• C07F7/0825

  Preparations of compounds not comprising Si-Si or Si-cyano linkages · CPC title

• C07F7/083

  Syntheses without formation of a Si-C bond · CPC title

• C07F7/0803

  Compounds with Si-C or Si-Si linkages · CPC title