Markush Structure Search Sample

Patent Infringement Search for the Generic compound

Exact match structures

Structure-1 (12(doc1))

DE4124942

• X₁ = A-B-C- C(sp2 carbon), X₂ = F-C-D-C(sp2 carbon), X₃ = R₁-N<, X₄ = N, X₅ = R₂-C(sp2 carbon)

1. X₁: A =H , B = bond, C = (b) under B which is halo substituted phenylene which completely matches with 4^th position substituent of the generic compound
2. X₂: D = (b) under B is a phenylene(implies a substituted aryl) and F-C- is a substituent on D. It is clear that this will match with R² (substituent aryl) at the 5^th position of pyrazole of the generic structure
3. X₃: R₁ = Q(alkyl) which matches with R¹(alkyl) at the 1^st position of pyrazole of the generic structure
4. X₄: N which matches with the 2^nd position of pyrazole of the generic compound
5. X₅: R₂ = Cl, Br which matches with R³(halogen) at the 3 ^rd position of pyrazole of the generic structure

Structure-2 (9(doc2))

WO2007081019

In the above phenyl ring Q is pyrazole.

• R²= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic compound.

• R⁴ is halogen which matches with R³(halogen) at 3^rd position of pyrazole of the generic compound

• 4^th position of above pyrazole is trihalo substituted aryl which matches with substituent at 4^th position of pyrazole of generic compound .

• 5^th position of pyrazole ring is above substituted aryl which matches with R²(substituted aryl) at the 5^th position of pyrazole of generic compound.

Structure-3 (125(doc2))

JP11130754

Consider left side ring the pyrazole ring

• R₁ is 1-4C alkyl which is matching with substituent R¹(first position) of the generic structure

• X is Cl so it is matching with the substituent R³ (second position) of the generic structure

• R₂ is phenyl substituted by halo, 1-4C alkyl, cyano which is matching with the fourth position of the generic structure

• In the fifth position pyrazole(heteroaryl) is there…which is matching with the substituent R²(fifth position) of the generic structure.

Structure-4 (109(doc2))

WO2006078610

• R₂ is 1-6C alkyl which is matching with substituent R¹(first position) of the generic structure

• R₄ is halo matching with the substituent R³ (second position) of the generic structure

• R₃ is heteroaryl or phenyl substituted by 1-8C alkyl, halo, CN, 1-6C alkoxy which is matching with the fourth position of the generic structure

• In fifth position substituted aryl ring there, which is matching with the substituent R²(fifth position) of the generic structure.

Structure-5 (128(doc2))

US5827602

• R₁-R₆=H, F, 1-4C alkyl, phenyl

• R₂= 1-4C alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R₅= F which matches with R³(halo)at 1^st position of pyrazole of the generic structure

• R₄= phenyl substituted with an electron with drawing group matches with substituent at 4^th position of pyrazole of generic structure

• R₃= substituted aryl which matches with R²(substituted aryl) at 5^th position of pyrazole of the generic structure

Structure-6 (19(doc2))

US 2007100181

R₁-R₂= H, -C₂H₅ which matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₃= halogen which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₄= 6-25C heteroaryl having 1-3 heteroatoms(N)(could be pyridine) with substituents as halo, OH and alkyl which completely resembles substituent at 4^th position of pyrazole of the generic structure

R₅= 6-25C heteroaryl having 1-3 heteroatoms(N)(could be pyridine) with substituents which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-7 (88(doc2))

DE19503827

Q-R₄

Q= above structure

R₄= CR5R6R7 where R₅= 1-4C alkyl, R₆= H so no need of R₇

R₄ matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₁= halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₂= alkylaryl substituted by halo matches with substituent at 4^th position of pyrazole of generic structures

R₃= substituted aryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-8 (86(doc2))

WO9702252

R₁-R₂= 1-4C alkyl, H matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₃= halogen matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₄= phenyl substituted with electron withdrawing group(halogens) matches with substituent at 4^th position of pyrazole of generic structures

R₅= substituted aryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-9 (41(doc2))

JP2005216490

• R¹= lower alkyl which matches with R1(alkyl) at 1^st position of pyrazole of the generic structure

• R²= halogen which matches with R3(halogen) at 3^rd position of pyrazole of the generic structure

• R³= methoxyphenyl which indicates subtituent at 4^th position of generic structure
• R⁴= methoxy phenyl which matches with R²(substituted aryl)at 5^th position of pyrazole of generic structure

Structure-10 (61(doc1))

WO2004063166

• Z1= C, Z2= N, Z3= N Which indicates pyrazole ring.

• R1= Alkyl which matches with R¹(alkyl) at the 1^st position of pyrazole of the generic compound

• R32= halo which matches with R³(halogen) at the 3^rd position of pyrazole of the generic compound

• R2(0-8Calkyl) so it may be ’0’C alkyl implies it is simply a bond, bonded to a substituted phenyl ring which matches with R²(substituted aryl) at the 5^th position of pyrazole of the generic structure

• U is an aliphatic linker(linker means a bond, aliphatic means saturated. So aliphatic linker means saturated bond which implies a single bond) so it is a bond and X is a single bond linked to substituted aryl with halogens and cycloalkyl as substituents which matches with 4^th position of pyrazole of the generic compound.

Exact match structures but mentioned as optionally substituted at 4th position of pyrazole of generic structure

Structure-1 (84(doc2))

WO9711952

• R₁-R₄= 1-8C alkyl, haloalkyl, halo, phenyl(optionally substituted by halo, 1-4C alkyl, haloalkyl, alkoxy,)

• R₁= 1-8C alkyl which matches with R¹(1-4C alkyl) at 1^st position of pyrazole of generic structure

• R₄= halo which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

• R₃= phenyl(optionally substituted by halo, alkoxy) which matches with substituent at 4^th position of pyrazole of the generic structure

• R₂= phenyl(optionally substituted) which matches with R²(substituted aryl) at 5^th position of pyrazole of the generic structure

Structure-2 (74(doc2))

WO0130154

• R¹= (1-6C)alkyl which matches with R¹(1-4C alkyl) at 1^st position of pyrazole of the generic compound

• R²= halo which matches with R³(halogen) at 3^rd position of pyrazole of the generic compound

• R³= phenyl optionally substituted with halo, 1-6C alkyl, 1-6C alkoxy which matches with substituent at 4^th position of pyrazole of the generic compound

• R⁴= heterocyclyl containing 1 or 2N and optionally substituted which matches with R²(optionally substituted heteroaryl) at 5^th position of the generic compound

Structure-3 (39(doc2))

JP2005272306

• A= substituted heteroaryl which matches with R²(substituted aryl) at 5^th position of pyrazole of the generic structure

• R¹= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

• R³= halogen which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

• R²= phenyl optionally substituted by Y(1-6C alkyl), 1-6C alkoxy and matches with subtituent at 4^th position of pyrazole of generic structure

Structure-4 (25(doc2))

US2007066822

R¹-R²= H, -CH₃, -C₂H₅ which matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R³= halogen which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R⁴= 6-25C optionally substituted heteroaryl which resembles substituent at 4^th position of pyrazole of the generic structure

R⁵= optionally substituted 6-25C heteroaryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-5 (23(doc2))

US2007066854

Z⁺= pyrazolium (substituted at 1-5 R1-R5)

R₁= -CH₃, -C₂H₅ which matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₃= halogen which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₄= 6-25C aryl optionally substituted by C₂H₅, OH which resembles substituent at 4^th position of pyrazole of the generic structure

R5= optionally substituted 6-25C heteroaryl which resembles R2(substituted aryl) at 5th position of pyrazole of generic structure

Structure-6 (90(doc2))

FR2723091

X= halo, n= 2-4

Z₁= N, Z₂= CR₅, Z₄= CR₇

R₄-R₇= alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure; halogen matches with R³(halogen) at 3^rd position of pyrazole of generic structure; optionally substituted aryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure and matches with substituent at 4^th position of pyrazole of generic structures

Structure-7 (92(doc2))

WO9600218

Z= a bond,

R₄ is a pyrazole with substituents as 1-4C alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure; halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure; optionally substituted aryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure and matches with substituent at 4^th position of pyrazole of generic structures

Structure-8 (95(doc2))

WO9524403

• R₁= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R₃= halo which matches with R³(halogen) at 3^rd position of pyrazole of the generic structure

• R₄= heteroaryl optionally substituted indicating substituent at 4^th position of pyrazole of the generic structure

• R₅= optionally substituted heteroaryl which matches with R²(optionally substituted heteroaryl) at 5^th position of pyrazole of the generic structure

Structure-9 (98(doc2))

JP6345728

• A= N, B= CR⁴

• R⁵= 1-6C alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R³= halogen which matches with R³(halogen) at 3^rd position of pyrazole of the generic structure

• R⁴= phenyl(optionally substituted by halo, CN, alkoxy)indicating substituent at 4^th position of pyrazole of the generic structure

• R²= optionally substituted phenyl which matches with R²(optionally substituted aryl) at 5^th position of pyrazole of the generic structure

Structure-10 (34(doc2))

WO2006084262

It is pyrazolium with substituents

R₁-R₅= halogen matches with R³(halogen) at 3^rd position of pyrazole of generic structure; -C₂H₅ matches with R¹(alkyl) at 1^st position of pyrazole of generic structure; 6-20C substituted aryl with substituents as halogen, OH which resembles substituent at 4^th position of pyrazole of the generic structure; R⁵= optionally substituted 6-20C heteroaryl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Relevant structures with missing substituents

Structure-1

JP09204932

• R₆ is 1-3C alkyl which is matching with substituent R¹(first position) of the generic structure

• R₇ doesn’t exist.. so it is matching with the second position of the generic structure.

• R8 is halogen so it is matching with the substituent R³ (second position) of the generic structure

• R₁₁ is phenyl’’’(substituents are missing)’’’ which is matching with the fourth position of the generic structure

• R₁₀ is phenyl which is matching with the substituent R²(fifth position) of the generic structure.

Structure-2

WO0018741

• Q= pyrazolyl

• In the above structure the substituted aryl bonded to Q(pyrazolyl) matches with R²(substituted aryl) at 5^th position of pyrazole of the generic structure

• R₁= haloalkyl which matches with R¹(alkyl) at 1^st position of the generic structure

• R₂= aryl optionally substituted with halo, lower alkoxy, CN which matches with substituent at 4^th position of pyrazole of the generic structure.

• But ’’’R³(halogen) of pyrazole of generic structure is missing’’’ in the above structure

Structure-3

EP335381

D= NR12 , E’’= N, E’= CH, E= CH

R₁₂= alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₇= halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₈= substituted benzene ring matches with substituent at 4^th position(but missing substituents) of pyrazole of generic structures

Above pyrazole ring is attached to a substituted aryl matches with R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-4

US5296484

• G= NR²⁰, M= N

• R¹¹= halo, 1-4C alkyl, phenyl

• This structure has substituted aryl at 5^th position of pyrazole of the generic structure

• At 4^th position of pyrazole i.e.,aryl has no substituents compared to generic structure

• One more substituent is missing on the pyrazole ring

Structure-5

US2006122256

• AR²= pyrazol-4-yl optionally substituted by Q(halo, lower alkyl, phenyl)

• Q substituted on AR²(pyrazole) indicates R³, R¹ and R⁵ of pyrazole of the generic structure

• At 4^th substituent of pyrazole one substituent is missing and one substituent is varying

Structure-6

JP2004317641

• R⁵= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R⁶= halogen which matches with R³(halogen)at 3^rd position of pyrazole of the generic structure

• R⁷= phenyl with no substituents. It represents substituent at 4^th position of pyrazole of generic structure with substituents missing

• R⁸= phenyl which matches with R²(aryl) at 5^th position of pyrazole of generic structure

Structure-7

JP2004317640

• R⁵= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R⁶= halogen which matches with R³(halogen)at 3^rd position of pyrazole of the generic structure

• R⁷= phenyl with no substituents. It represents substituent at 4^th position of pyrazole of generic structure with substituents missing

• R⁸= phenyl which matches with R²(aryl) at 5^th position of pyrazole of generic structure

Structure-8

US2005135045

• R= 1-4C alkyl, halogen , phenyl

• R= alkyl which matches with R¹(alkyl) at 1^st position of pyrazole of the generic structure

• R= halogen which matches with R³(halogen)at 3^rd position of pyrazole of the generic structure

• R= phenyl with no substituents. It represents substituent at 4^th position of pyrazole of generic structure with substituents missing

• R= phenyl which matches with R²(aryl) at 5^th position of pyrazole of generic structure

Structure-9

WO2006124776

R¹= H, R²= halogen, R³= pyrazole with substituents, R⁵= H, R⁶= H

R³ is a pyrazole ring with substituents as:

-CH₃ matches with R¹(alkyl) of pyrazole of the generic structure

Above ring matches with subtituent at 4^th position of pyrazole of the generic structure

R³ and R² of pyrazole of generic structure are missing

Structure-10

WO2007038363

R¹= H, R²= halogen, R³= pyrazole with substituents, R⁵= H, R⁶= H

R³ is defined as 3-25C substituted heteroaryl having 1-3 heteroatoms of N(so can be pyrazole) in which the substituents are -CH₃, halogen:

-CH₃ matches with R¹(alkyl) of pyrazole of the generic structure and halogen matches with R³(halogen) of pyrazole of the generic structure

Above ring matches with subtituent at 4^th position of pyrazole of the generic structure

R²(substituted aryl) of pyrazole of generic structure missing

Structure-11

US2007100184

R₁= H

R₂= -C₂H₅ which matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₃= halogen which matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₄= optionally substituted 6-25C heteroaryl with 1-3 of O, N, S or with 1-3 of CH₃, C₂H₅, 3-25, preferably 3-20C straight , branched or cyclic alkane or alkene optionally substituted with halogens which resembles substituent at 4^th position of pyrazole of the generic structure but R⁷ of pyrazole of generic structure is missing

R5= optionally substituted 6-25C heteroaryl which resembles R2(substituted aryl) at 5th position of pyrazole of generic structure

Structure-12

US2005020646

R^a= pyrazolyl optionally substituted with 1-3 substituents of R¹¹ or 1-4C alkyl

R¹¹ is defined as halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure; pyridyl which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure; pyridyl matches with substituent at 4^th position of pyrazole of generic structures but R⁷ of generic structure is missing

Structure-13

EP548680

X¹= het

Het = pyrazolyl with substituents alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure; halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure; phenyl matches with substituent at 4^th position(but missing substituents) of pyrazole of generic structures

Above aryl ring is a substituent on X¹ which resembles R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-14

WO2003087062

G= above pyrazole

R₃= alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₄= halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₅= phenyl matches with substituent at 4^th position(but missing substituents) of pyrazole of generic structures

Above given aryl matches with R²(substituted aryl) at 5^th position of pyrazole of generic structure

Structure-15

WO200066562

R₄= alkyl matches with R¹(alkyl) at 1^st position of pyrazole of generic structure

R₅= halo matches with R³(halogen) at 3^rd position of pyrazole of generic structure

R₆= optionally substituted aryl matches with substituent at 4^th position(but missing substituents) of pyrazole of generic structures

Above given aryl matches with R²(substituted aryl) at 5^th position of pyrazole of generic structure

Relevant structures with substituent variation

Structure-1

EP0080051

File:F.jpg

500px

• In the above structure D is N & A,A’,D’ are considered as carbons…so it is forming a pyrazole ring.

• In the first position substituent R is 3-iodopropargyl, so it is matching with the substituent R1( first position) of the generic structure.

• X is Cl, so it is matching with the substituent R³ (third position) of the generic structure.

• Y is 3-chloro-2-nitrophenyl which is matching with the ring of the fourth position of the generic structure but here ’’’substituent variation’’’ is there.

• Z is phenyl, so it is matching with the substituent R² (fifth position) of the generic structure.

Structure-2

US2005159470

File:D1.jpg

500px

• First position: R₃ is alkyl, so it is matching with the substituent R¹ (first position) of the generic structure.

• Second position: X is N, so it is matching with second position of the generic structure.

• Third position: X is CR₅ , R₅ is halo so it is matching with the substituent R³ (third position) of the generic structure.

• Fourth position: In fourth position substituted aryl ring is present’’’(but it contains five substituents)’’’, is matching with fourth position of the generic structure.

• Fifth position: X is CR₅, R₅ is heteroaryl, so it is matching with substituent R² (fifth position) of the generic structure.

Other structures

WO2007070607

File:L1.jpg

500px

• R1-H,
• R2 is –C2H5 which matches with R1(alkyl) at 1st position of the generic structure
• R5 is halo which matches with R3(halogen) at 3rd position of pyrazole of the generic compound
• R4 is heteroaryl substituted by C2H5(one substituent is missing) matches with substituent at 4th position of the generic structure.
• R3 is substituted heteroaryl which is matching with the substituent R2(fifth position) of the generic structure