WO2021046014A1

WO2021046014A1 - Solid state forms of pamiparib and process for preparation thereof

Info

Publication number: WO2021046014A1
Application number: PCT/US2020/048878
Authority: WO
Inventors: Zuzana TRČKOVÁ; Adéla BÁRTOVÁ; Pavel KOLESA; Alexandr Jegorov
Original assignee: Teva Czech Industries S.R.O; Teva Pharmaceuticals Usa, Inc.
Priority date: 2019-09-03
Filing date: 2020-09-01
Publication date: 2021-03-11

Abstract

The present disclosure encompasses solid state forms of Pamiparib, including crystalline polymorphs of Pamiparib, co-crystals and salts of Pamiparib, as well as processes for preparation thereof, and pharmaceutical compositions thereof.

Description

SOLID STATE FORMS OF PAMIPARIB AND PROCESS FOR PREPARATION THEREOF

FIELD OF THE DISCLOSURE

[0001] The present disclosure encompasses solid state forms of Pamiparib, including crystalline polymorphs of Pamiparib, co-crystals and salts of Pamiparib, as well as processes for preparation thereof, and pharmaceutical compositions thereof.

BACKGROUND OF THE DISCLOSURE

[0002] Pamiparib, (10aR)-2-fluoro-10a-methyl-5,8,9,10,10a,l l-hexahydro-5,6,7a,l 1- tetraazacyclohepta[def]cyclopenta[a]fluoren-4(7H)-one, has the following chemical structure:

[0003] Pamiparib is a Poly(ADP-ribose) polymerase 1(P ARP-1) inhibitor, and it is developed for the treatment of various types of cancer, including gastric cancer, ovarian cancer and breast cancer.

[0004] The compound is described in International Publication No. WO 2013/097225 (U.S. counterpart U.S. Patent No. 9,260,440). International Publication No. WO 2017/032289 (U.S. counterpart U.S. Patent Application Publication No. 2019/0177325) describes various crystalline forms of Pamiparib. International Publication No. WO 2018/157794 describes crystalline phosphate, maleate and fumarate salts of Pamiparib.

[0005] Polymorphism, the occurrence of different crystalline forms, is a property of some molecules and molecular complexes. A single molecule may give rise to a variety of polymorphs having distinct crystal structures and physical properties like melting point, thermal behaviors (e.g., measured by thermogravimetric analysis - “TGA”, or differential scanning calorimetry - “DSC”), X-ray diffraction (XRD) pattern, infrared absorption fingerprint, and solid state (¹³C) NMR spectrum. One or more of these techniques may be used to distinguish different polymorphic forms of a compound.

[0006] Different salts and solid state forms (including solvated forms) of an active pharmaceutical ingredient may possess different properties. Such variations in the properties of different salts and solid state forms and solvates may provide a basis for improving formulation, for example, by facilitating better processing or handling characteristics, changing the dissolution profile in a favorable direction, or improving stability (polymorph as well as chemical stability) and shelf-life. These variations in the properties of different salts and solid state forms may also offer improvements to the final dosage form, for instance, if they serve to improve bioavailability. Different salts and solid state forms and solvates of an active pharmaceutical ingredient may also give rise to a variety of polymorphs or crystalline forms, which may in turn provide additional opportunities to assess variations in the properties and characteristics of a solid active pharmaceutical ingredient.

[0007] Discovering new solid state forms and solvates of a pharmaceutical product may yield materials having desirable processing properties, such as ease of handling, ease of processing, storage stability, and ease of purification or as desirable intermediate crystal forms that facilitate conversion to other polymorphic forms. New solid state forms of a pharmaceutically useful compound can also provide an opportunity to improve the performance characteristics of a pharmaceutical product. It enlarges the repertoire of materials that a formulation scientist has available for formulation optimization, for example by providing a product with different properties, e.g., a different crystal habit, higher crystallinity, or polymorphic stability, which may offer better processing or handling characteristics, improved dissolution profile, or improved shelf-life (chemical/physical stability). For at least these reasons, there is a need for additional solid state forms (including solvated forms) of Pamiparib.

SUMMARY OF THE DISCLOSURE

[0008] The present disclosure provides crystalline polymorphs of Pamiparib, as well as co crystals and salts of Pamiparib; processes for preparation thereof, and pharmaceutical compositions thereof. These crystalline polymorphs and crystalline salts and co-crystals can be used to prepare other solid state forms of Pamiparib, Pamiparib co-crystals, Pamiparib salts and their solid state forms. [0009] The present disclosure also provides uses of the said solid state forms of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts in the preparation of other solid state forms of Pamiparib or Pamiparib co-crystals or salts thereof.

[0010] The present disclosure also provides the said solid state forms of Pamiparib,

Pamiparib co-crystals and/or Pamiparib salts for use in the preparation of other solid state forms of Pamiparib or Pamiparib co-crystals or salts thereof.

[0011] The present disclosure provides crystalline polymorphs of Pamiparib, as well as co crystals and/or salts of Pamiparib for use in the preparation of pharmaceutical compositions and/or formulations for use in medicine, including for the treatment of cancer.

[0012] The present disclosure also encompasses the use of crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure for the preparation of pharmaceutical compositions and/or formulations.

[0013] In another aspect, the present disclosure provides pharmaceutical compositions including crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts according to the present disclosure.

[0014] In yet another embodiment, the present disclosure encompasses pharmaceutical formulations including the described any one or a combination of the crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts or pharmaceutical compositions including the described crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts and at least one pharmaceutically acceptable excipient.

[0015] The present disclosure includes processes for preparing the above mentioned pharmaceutical compositions. The processes include combining any one or a combination of the crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts with at least one pharmaceutically acceptable excipient.

[0016] The crystalline polymorph of Pamiparib, as well as co-crystals and/or salts of Pamiparib as defined herein and the pharmaceutical compositions or formulations of the crystalline polymorph of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts may be used as medicaments, such as for the treatment of cancer.

[0017] The present disclosure also provides methods of treating cancer, by administering a therapeutically effective amount of any one or a combination of the crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure, or at least one of the above pharmaceutical compositions or formulations, to a subject suffering from cancer, or otherwise in need of the treatment.

[0018] The present disclosure also provides the uses of crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure, or at least one of the above pharmaceutical compositions or formulations, for the manufacture of medicaments for treating e.g., cancer.

BRIEF DESCRIPTION OF THE DRAWINGS

[0019] Figure 1 shows a characteristic X-ray powder diffraction pattern (XRPD) of Pamiparib Form 2;

[0020] Figure 2 shows a characteristic XRPD of Pamiparib Form 3;

[0021] Figure 3 shows a characteristic XRPD of Pamiparib Form 4;

[0022] Figure 4 shows a characteristic XRPD of Pamiparib Form 5;

[0023] Figure 5 shows a characteristic XRPD of Pamiparib Form 7;

[0024] Figure 6 shows a characteristic XRPD of Pamiparib Form 8;

[0025] Figure 7 shows a characteristic XRPD of Pamiparib Form 9;

[0026] Figure 8 shows a characteristic XRPD of Pamiparib Form 10;

[0027] Figure 9 shows a characteristic XRPD of Pamiparib Form 11;

[0028] Figure 10 shows a characteristic XRPD of Pamiparib Form 12;

[0029] Figure 11 shows a characteristic XRPD of Pamiparib Form 1;

[0030] Figure 12 shows an XRPD of a product comprising Pamiparib Form 21 (Example

12);

[0031] Figure 13 shows a characteristic XRPD of Pamiparib Form 22;

[0032] Figure 14 shows a characteristic XRPD of Pamiparib : succinic acid complex:

Pamiparib succinate Form 23;

[0033] Figure 15 shows a characteristic XRPD of Pamiparib Form 24;

[0034] Figure 16 shows a characteristic XRPD of Pamiparib : nicotinamide co-crystal, Form

25;

[0035] Figure 17 shows a characteristic XRPD of Pamiparib : benzoic acid complex, Form 26;

[0036] Figure 18 shows a characteristic XRPD of Pamiparib : benzoic acid complex, Form

30; [0037] Figure 19 shows a characteristic XRPD of Pamiparib : adipic acid complex, Form 27;

[0038] Figure 20 shows a characteristic XRPD of Pamiparib : lactic acid complex, Form 28;

[0039] Figure 21 shows a characteristic XRPD of Pamiparib : succinic acid complex, Form

29;

[0040] Figure 22 shows a characteristic XRPD of Pamiparib : adipic acid complex, Form 31;

[0041] Figure 23 shows a characteristic XRPD of Pamiparib : adipic acid complex, Form 34;

[0042] Figure 24 shows a characteristic XRPD of Pamiparib : hippuric acid complex, Form 32;

[0043] Figure 25 shows a characteristic XRPD of Pamiparib : sorbic acid complex, Form 35;

[0044] Figure 26 shows a characteristic XRPD of Pamiparib : sorbic acid co-crystal, Form

40;

[0045] Figure 27 shows a characteristic XRPD of Pamiparib : urea cocrystal, Form 41;

[0046] Figure 28 shows a calculated XRPD pattern of Pamiparib Form 21;

[0047] Figure 29 shows a characteristic solid state ¹³C NMR spectrum of form 21 of

Pamiparib (full range 200-0 ppm);

[0048] Figure 30 shows a characteristic solid state ¹³C NMR spectrum of form 21 of Pamiparib (200-100 ppm);

[0049] Figure 31 shows a characteristic solid state ¹³C NMR spectrum of form 21 of

Pamiparib (100-0 ppm);

[0050] Figure 32 shows a characteristic FTIR spectrum of form 21 of Pamiparib (full range);

[0051] Figure 33 shows a characteristic FTIR spectrum of form 21 of Pamiparib (1800-550 cm ¹);

[0052] Figure 34 shows a characteristic Raman spectrum of form 21 of Pamiparib (full range);

[0053] Figure 35 shows a characteristic Raman spectrum of form 21 of Pamiparib (1800-400 cm ¹);

[0054] Figure 36 shows a characteristic solid state ¹³C NMR spectrum of Pamiparib : sorbic acid co-crystal form 40 (full range 200-0 ppm);

[0055] Figure 37 shows a characteristic solid state ¹³C NMR spectrum of Pamiparib : sorbic acid co-crystal form 40 (200-100 ppm); [0056] Figure 38 shows a characteristic solid state ¹³C NMR spectrum of Pamiparib : sorbic acid co-crystal form 40 (100-0 ppm);

[0057] Figure 39 shows a characteristic FTIR spectrum of Pamiparib : sorbic acid co-crystal form 40 (full range);

[0058] Figure 40 shows a characteristic FTIR spectrum of Pamiparib : sorbic acid co-crystal form 40 (1800-550 cm ¹);

[0059] Figure 41 shows a characteristic Raman spectrum of Pamiparib : sorbic acid co crystal form 40 (full range); and

[0060] Figure 42 shows a characteristic Raman spectrum of Pamiparib : sorbic acid co crystal form 40 (1800-400 cm-1).

DETAILED DESCRIPTION OF THE DISCLOSURE

[0061] The present disclosure encompasses solid state forms of Pamiparib, including crystalline polymorphs of Pamiparib, processes for preparation thereof, and pharmaceutical compositions thereof.

[0062] Solid state properties of Pamiparib and crystalline polymorphs thereof can be influenced by controlling the conditions under which Pamiparib and crystalline polymorphs thereof are obtained in solid form.

[0063] A solid state form (or polymorph) may be referred to herein as polymorphically pure or as substantially free of any other solid state (or polymorphic) forms. As used herein in this context, the expression "substantially free of any other forms" will be understood to mean that the solid state form contains about 20% (w/w) or less, about 10% (w/w) or less, about 5% (w/w) or less, about 2% (w/w) or less, about 1% (w/w) or less, or about 0% of any other forms of the subject compound as measured, for example, by XRPD. Thus, a crystalline polymorph of Pamiparib described herein as substantially free of any other solid state forms would be understood to contain greater than about 80% (w/w), greater than about 90% (w/w), greater than about 95% (w/w), greater than about 98% (w/w), greater than about 99% (w/w), or about 100% of the subject crystalline polymorph of Pamiparib. In some embodiments of the disclosure, the described crystalline polymorph of Pamiparib may contain from about 1% to about 20% (w/w), from about 5% to about 20% (w/w), or from about 5% to about 10% (w/w) of one or more other crystalline polymorph of the same Pamiparib. [0064] Depending on which other crystalline polymorphs a comparison is made, the crystalline polymorphs of Pamiparib of the present disclosure has advantageous properties selected from at least one of the following: chemical purity, flowability, solubility, dissolution rate, morphology or crystal habit, stability- such as chemical stability as well as thermal and mechanical stability with respect to polymorphic conversion, stability towards dehydration and/or storage stability, low content of residual solvent, a lower degree of hygroscopicity, flowability, and advantageous processing and handling characteristics such as compressibility, and bulk density.

[0065] A solid state form, such as a crystal form or an amorphous form, may be referred to herein as being characterized by graphical data “as depicted in” or “as substantially depicted in” a Figure. Such data include, for example, powder X-ray diffractograms and solid state NMR spectra. As is well-known in the art, the graphical data potentially provides additional technical information to further define the respective solid state form (a so-called “fingerprint”) which cannot necessarily be described by reference to numerical values or peak positions alone. In any event, the skilled person will understand that such graphical representations of data may be subject to small variations, e.g., in peak relative intensities and peak positions due to certain factors such as, but not limited to, variations in instrument response and variations in sample concentration and purity, which are well known to the skilled person. Nonetheless, the skilled person would readily be capable of comparing the graphical data in the Figures herein with graphical data generated for an unknown crystal form and confirm whether the two sets of graphical data are characterizing the same crystal form or two different crystal forms. A crystal form of Pamiparib referred to herein as being characterized by graphical data “as depicted in” or “as substantially depicted in” a Figure will thus be understood to include any crystal forms of Pamiparib characterized with the graphical data having such small variations, as are well known to the skilled person, in comparison with the Figure.

[0066] As used herein, and unless stated otherwise, the term “anhydrous” in relation to crystalline forms of Pamiparib, relates to a crystalline form of Pamiparib which does not include any crystalline water (or other solvents) in a defined, stoichiometric amount within the crystal. Moreover, an “anhydrous” form would typically not contain more than 1% (w/w), of either water or organic solvents as measured for example by TGA. [0067] The term "solvate," as used herein and unless indicated otherwise, refers to a crystal form that incorporates a solvent in the crystal structure. When the solvent is water, the solvate is often referred to as a "hydrate." The solvent in a solvate may be present in either a stoichiometric or in a non-stoichiometric amount.

[0068] "Co-Crystal" or "Co-crystal" as used herein is defined as a crystalline material including two or more molecules in the same crystalline lattice and associated by non-ionic and non-covalent bonds. In some embodiments, the co-crystal includes two molecules which are in natural state.

[0069] As used herein, the term "isolated" in reference to a crystalline polymorph of Pamiparib of the present disclosure corresponds to a crystalline polymorph of Pamiparib that is physically separated from the reaction mixture in which it is formed.

[0070] As used herein, unless stated otherwise, the XRPD measurements are taken using copper Ka radiation wavelength 1.54187 A. XRPD peaks reported herein are measured using CuK a radiation, l = 1.54187 A, typically at a temperature of 25 ± 3°C.

[0071] As used herein, unit cell information is measured at a temperature of 200K. The unit cell data corresponds to 200K. It will be appreciated that comparisons can be made based on the Rietveld refinement. As used herein, unit cell information was obtained using Cu Ka sealed tube (l = 1.54178 A) and Mo Ka sealed tube (l = 0.71073 A) at a temperature of 200 K.

[0072] As used herein, unless stated otherwise, ¹³C NMR reported herein are measured at 125 MHz at a magic angle spinning frequency w_G/2p = 18 kHz, preferably at a temperature of at 293 K ± 3°C.

[0073] A thing, e.g., a reaction mixture, may be characterized herein as being at, or allowed to come to “room temperature” or “ambient temperature”, often abbreviated as “RT.” This means that the temperature of the thing is close to, or the same as, that of the space, e.g., the room or fume hood, in which the thing is located. Typically, room temperature is from about 20°C to about 30°C, or about 22°C to about 27°C, or about 25°C.

[0074] The amount of solvent employed in a chemical process, e.g., a reaction or crystallization, may be referred to herein as a number of “volumes” or “vol” or “V.” For example, a material may be referred to as being suspended in 10 volumes (or 10 vol or 10V) of a solvent. In this context, this expression would be understood to mean milliliters of the solvent per gram of the material being suspended, such that suspending a 5 grams of a material in 10 volumes of a solvent means that the solvent is used in an amount of 10 milliliters of the solvent per gram of the material that is being suspended or, in this example, 50 mL of the solvent. In another context, the term "v/v" may be used to indicate the number of volumes of a solvent that are added to a liquid mixture based on the volume of that mixture. For example, adding solvent X (1.5 v/v) to a 100 ml reaction mixture would indicate that 150 mL of solvent X was added. [0075] A process or step may be referred to herein as being carried out "overnight." This refers to a time interval, e.g., for the process or step, that spans the time during the night, when that process or step may not be actively observed. This time interval is from about 8 to about 20 hours, or about 10-18 hours, in some cases about 16 hours.

[0076] As used herein, the term “reduced pressure” refers to a pressure that is less than atmospheric pressure. For example, reduced pressure is about 10 mbar to about 50 mbar.

[0077] As used herein and unless indicated otherwise, the term "ambient conditions" refer to atmospheric pressure and a temperature of 22-24°C.

[0078] The present disclosure includes a crystalline polymorph of Pamiparib, designated Form 1. The crystalline Form 1 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 11; an X-ray powder diffraction pattern having peaks at 6.7, 14.4, 14.9, 18.8 and 20.0 degrees 2- theta ± 0.2 degrees 2-theta; and combinations of these data.

[0079] Crystalline Form 1 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.7, 14.4, 14.9, 18.8 and 20.0 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 10.0, 10.4,

13.4, 17.6 and 24.9 degrees 2-theta ± 0.2 degrees 2-theta.

[0080] Crystalline Form 1 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.7, 10.0, 10.4, 13.4, 14.4, 14.9, 17.6, 18.8, 20.0, and 24.9 degrees 2-theta ± 0.2 degrees 2-theta.

[0081] In embodiments of the present disclosure, crystalline Form 1 of Pamiparib is isolated. [0082] Crystalline Form 1 of Pamiparib may be a dioxolane solvate.

[0083] Crystalline Form 1 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.7,

14.4, 14.9, 18.8 and 20.0 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 11; and combinations thereof. [0084] The present disclosure includes a crystalline polymorph of Pamiparib, designated Form 2. The crystalline Form 2 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 1; an X-ray powder diffraction pattern having peaks at 7.9, 11.5, 13.2, 15.7 and 16.9 degrees 2- theta ± 0.2 degrees 2-theta; and combinations of these data.

[0085] Crystalline Form 2 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 7.9, 11.5, 13.2, 15.7 and 16.9 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 9.8, 12.3,

19.6, 20.5 and 22.8 degrees 2-theta ± 0.2 degrees 2-theta.

[0086] Crystalline Form 2 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 7.9, 9.8, 11.5, 12.3, 13.2, 15.7, 16.9, 19.6, 20.5 and

22.8 degrees 2-theta ± 0.2 degrees 2-theta.

[0087] In embodiments of the present disclosure, crystalline Form 2 of Pamiparib is isolated. [0088] Crystalline Form 2 of Pamiparib may be a pyridine solvate.

[0089] Crystalline Form 2 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 7.9, 11.5, 13.2, 15.7 and 16.9 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 1; and combinations thereof.

[0090] The present disclosure additionally includes a crystalline polymorph of Pamiparib, designated Form 3. The crystalline Form 3 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 2; an X-ray powder diffraction pattern having peaks at 6.8, 7.6, 11.8, 12.2 and 15.1 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[0091] Crystalline Form 3 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.8, 7.6, 11.8, 12.2 and 15.1 degrees 2-theta± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 18.3, 19.2,

20.7, 22.6 and 24.8 degrees 2-theta ± 0.2 degrees 2-theta.

[0092] Crystalline Form 3 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.8, 7.6, 11.8, 12.2, 15.1, 18.3, 19.2, 20.7, 22.6, and

24.8 degrees 2-theta ± 0.2 degrees 2-theta.

[0093] In embodiments of the present disclosure, crystalline Form 3 of Pamiparib is isolated. [0094] Crystalline Form 3 of Pamiparib may be an ethanol solvate, a hydrate or an ethanol solvate-hydrate.

[0095] Crystalline Form 3 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at

6.8, 7.6, 11.8, 12.2 and 15.1 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 2; and combinations thereof.

[0096] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 4. The crystalline Form 4 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 3; an X-ray powder diffraction pattern having peaks at 6.6, 9.8, 18.6, 20.3 and 25.3 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[0097] Crystalline Form 4 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.6, 9.8, 18.6, 20.3 and 25.3 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 10.5, 13.3, 19.1, 20.7 and 24.0 degrees 2-theta ± 0.2 degrees 2-theta.

[0098] Crystalline Form 4 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.6, 9.8, 10.5, 13.3, 18.6, 19.1, 20.3, 20.7, 24.0, and 25.3 degrees 2-theta ± 0.2 degrees 2-theta.

[0099] In embodiments of the present disclosure, crystalline Form 4 of Pamiparib is isolated. [00100] Crystalline Form 4 of Pamiparib may be an iso-propanol solvate.

[00101] Crystalline Form 4 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.6,

9.8, 18.6, 20.3 and 25.3 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 3, and combinations thereof.

[00102] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 5. The crystalline Form 5 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 4; an X-ray powder diffraction pattern having peaks at 6.8, 13.0, 15.8, 20.3 and 21.0 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00103] Crystalline Form 5 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.8, 13.0, 15.8, 20.3 and 21.0 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 9.5, 12.4, 13.7, 16.4 and 17.8 degrees 2-theta ± 0.2 degrees 2-theta.

[00104] Crystalline Form 5 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.8, 9.5, 12.4, 13.0, 13.7, 15.8, 16.4, 17.8, 20.3 and 21.0 degrees 2-theta ± 0.2 degrees 2-theta.

[00105] In embodiments of the present disclosure, crystalline Form 5 of Pamiparib is isolated. [00106] Crystalline Form 5 of Pamiparib may be a tetrahydrofuran solvate.

[00107] Crystalline Form 5 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.8, 13.0, 15.8, 20.3 and 21.0 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 4, and combinations thereof.

[00108] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 7. The crystalline Form 7 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 5; an X-ray powder diffraction pattern having peaks at 7.0, 13.4, 14.0, 22.5 and 24.4 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00109] Crystalline Form 7 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 7.0, 13.4, 14.0, 22.5 and 24.4 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 8.6, 10.6,

11.6, 14.9 and 18.3 degrees 2-theta ± 0.2 degrees 2-theta.

[00110] Crystalline Form 7 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 7.0, 8.6, 10.6, 11.6, 13.4, 14.0, 14.9, 18.3, 22.5, and 24.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00111] In embodiments of the present disclosure, crystalline Form 7 of Pamiparib is isolated. [00112] Crystalline Form 7 of Pamiparib may be a methanol solvate-hydrate.

[00113] Crystalline Form 7 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 7.0, 13.4, 14.0, 22.5 and 24.4 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 5; and combinations thereof.

[00114] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 8. The crystalline Form 8 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 6; an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.7, 16.9 and 18.9 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00115] Crystalline Form 8 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.7, 16.9 and 18.9 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 16.5, 23.8, 25.1, 25.7 and 26.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00116] Crystalline Form 8 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.7, 16.5, 16.9, 18.9, 23.8, 25.1, 25.7, and 26.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00117] In embodiments of the present disclosure, crystalline Form 8 of Pamiparib is isolated.

[00118] Crystalline Form 8 of Pamiparib may be a n-propanol solvate, a hydrate or a n- propanol solvate-hydrate.

[00119] Crystalline Form 8 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.8,

8.9, 10.7, 16.9 and 18.9 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 6; and combinations thereof.

[00120] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 9. The crystalline Form 9 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 7; an X-ray powder diffraction pattern having peaks at 7.1, 8.6, 14.2, 19.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00121] Crystalline Form 9 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 7.1, 8.6, 14.2, 19.6 and 21.4 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 17.5, 20.0,

23.9, 26.3 and 26.7 degrees 2-theta ± 0.2 degrees 2-theta.

[00122] Crystalline Form 9 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 7.1, 8.6, 14.2, 17.5, 19.6, 20.0, 21.4, 23.9, 26.3 and 26.7 degrees 2-theta ± 0.2 degrees 2-theta.

[00123] In embodiments of the present disclosure, crystalline Form 9 of Pamiparib is isolated. [00124] Crystalline Form 9 of Pamiparib may be an ethanol solvate. [00125] Crystalline Form 9 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 7.1,

8.6, 14.2, 19.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 7; and combinations thereof.

[00126] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 10. The crystalline Form 10 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 8; an X-ray powder diffraction pattern having peaks at 8.2, 13.6, 14.0, 20.4 and 24.8 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00127] Crystalline Form 10 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 8.2, 13.6, 14.0, 20.4 and 24.8 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 9.7, 16.5, 20.1, 21.5 and 26.5 degrees 2-theta ± 0.2 degrees 2-theta.

[00128] Form 10 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 8.2, 9.7, 13.6, 14.0, 16.5, 20.1, 20.4, 21.5, 24.8, and 26.5 degrees 2-theta ± 0.2 degrees 2-theta.

[00129] In embodiments of the present disclosure, crystalline Form 10 of Pamiparib is isolated.

[00130] Crystalline Form 10 of Pamiparib may be a N-methyl -morpholine ("NMP") solvate.

[00131] Crystalline Form 10 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 8.2,

13.6, 14.0, 20.4 and 24.8 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 8; and combinations thereof.

[00132] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 11. The crystalline Form 11 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 9; an X-ray powder diffraction pattern having peaks at 8.0, 17.1, 21.2, 23.3 and 24.3 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00133] Crystalline Form 11 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 8.0, 17.1, 21.2, 23.3 and 24.3 degrees 2-theta± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 11.9, 13.3, 14.7, 19.6 and 26.1 degrees 2-theta ± 0.2 degrees 2-theta.

[00134] Crystalline Form 11 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 8.0, 11.9, 13.3, 14.7, 17.1, 19.6, 21.2, 23.3, 24.3, and 26.1 degrees 2-theta ± 0.2 degrees 2-theta.

[00135] In embodiments of the present disclosure, crystalline Form 11 of Pamiparib is isolated.

[00136] Crystalline Form 11 of Pamiparib may be an ethanol solvate.

[00137] Crystalline Form 11 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 8.0, 17.1, 21.2, 23.3 and 24.3 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 9; and combinations thereof.

[00138] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 12. The crystalline Form 12 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 10; an X-ray powder diffraction pattern having peaks at 6.5, 10.7, 11.8, 12.5 and 13.4 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00139] Crystalline Form 12 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 6.5, 10.7, 11.8, 12.5 and 13.4 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 14.7, 15.7, 17.0, 21.5 and 26.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00140] Crystalline Form 12 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.5, 10.7, 11.8, 12.5, 13.4, 14.7, 15.7, 17.0, 21.5, and 26.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00141] In embodiments of the present disclosure, crystalline Form 12 of Pamiparib is isolated.

[00142] Crystalline Form 12 of Pamiparib may be a methanol solvate, a hydrate or a methanol solvate-hydrate

[00143] Crystalline Form 12 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.5, 10.7, 11.8, 12.5 and 13.4 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 10; and combinations thereof.

[00144] The present disclosure relates to a crystalline form of Pamiparib, which is a DMSO solvate, optionally a mono DMSO solvate. Pamiparib DMSO solvate may contain about 18 % to about 24 % of DMSO, or about 21 % of DMSO by weight.

[00145] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 21, which may be characterized by data selected from one or more of the following: a calculated X-ray powder diffraction pattern substantially as depicted in Figure 28; a calculated X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta; an X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.6, 14.9, 16.2, 19.2 and 19.6; an X-ray powder diffraction pattern having peaks at 6.8, 9.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0, 19.2 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta; an X-ray powder diffraction pattern having peaks at 6.8, 9.6, 9.8, 13.4, 13.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0, 19.2, 19.6, 22.4, 23.1, 23.3, 24.5, 24.7,

25.3, 25.9, 27.0, 27.9, 29.5, 29.7, 31.9 degrees 2-theta ± 0.2 degrees 2-theta; a solid state ¹³C NMR spectrum with characteristic peaks at 166.4, 158.4, 148.4, 135.5 and 122.8 ppm ± 0.2 ppm; a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 100.5 ppm ± 1 ppm: 65.9, 57.9, 47.9, 35.0 and 22.3 ppm ± 0.1 ppm; a solid state ¹³C NMR spectrum substantially as depicted in Figure 29, 30, or 31; and combinations of these data.

[00146] Alternatively, or in addition to the above, Pamiparib crystalline Form 21 may be characterized by the following unit cell data: cell_length_a 7.2439 A cell_length_b 9.6824 A cell_length_c 13.8919 A cell angle alpha 108.360° cell_angle_beta 97.299° cell_angle_gamma 90.753° cell_volume 915.80 A3 symmetry cell setting Triclinic symmetry space group name P-1 as determined at temperature of about 200°K.

[00147] In embodiments of the present disclosure, crystalline Form 21 of Pamiparib is isolated.

[00148] Crystalline Form 21 of Pamiparib as described according to any of this present disclosure may be a dimethyl sulfoxide ("DMSO") solvate. In embodiments form 21 of Pamiparib may be mono DMSO solvate. In embodiments form 21 contains from about 18 % to about 24 % of DMSO, specifically about 21 % of DMSO by weight.

[00149] Crystalline Form 21 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 28; or the unit cell data described above; and combinations thereof.

[00150] The present disclosure further relates to processes for preparation of form 21 of Pamiparib.

[00151] The present disclosure relates to a process for the preparation of form 21 of Pamiparib, comprising crystallising Pamiparib in a solvent comprising DMSO, optionally in a mixture with one or more other organic solvents. In embodiments, form 21 of Pamiparib is prepared by a process comprising crystalline Pamiparib from a mixture comprising DMSO and at least one other organic solvent.

[00152] In one embodiment the process may comprise:

(a) preparing a mixture comprising Pamiparib, DMSO and optionally at least one other organic solvent;

(b) optionally heating to afford a solution;

(c) crystallising Pamiparib from the solution and (c) optionally isolating the crystalline form 21.

[00153] In embodiments step (a) may comprise: combining Pamiparib, DMSO and optionally at least one other organic solvent; or combining Pamiparib with an organic a solvent and adding DMSO, or combining Pamiparib with DMSO and optionally adding at least one other organic solvent.

[00154] In other embodiments, step (a) comprises combining Pamiparib with one or more organic solvents selected from alcohols, ketones or esters, preferably a Ci-4 alcohol, a C3-6 ketone, or a C4-8 ester, more preferably a C1-4 alcohol. In embodiments, Pamiparib is combined with a solvent selected from the list consisting of: isopropyl alcohol, n-propanol, 2-butanol or t- butanol, and most preferably isopropyl alcohol. DMSO is then added to the mixture.

[00155] The mixture comprising Pamiparib, DMSO and optionally one or more other organic solvents as described above, may be heated to form a solution. The mixture may be heated to a temperature of about 50°C to about 90°C, about 60°C to about 80°C, or about 70°C.

[00156] In embodiments, step (c) may comprise cooling or removing the solvent from the solution. Preferably step (c) comprises removing solvent from the solution. The solvent may be partially removed and the Pamiparib may be isolated from the resulting mixture by filtration. Alternatively, in embodiments, the solvent may be removed to obtain Pamiparib form 21.

[00157] The process for preparing form 21 of Pamiparib may further comprise a step of combining the Pamiparib form 21 with at least one pharmaceutically acceptable excipient to form a pharmaceutical composition.

[00158] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 22. The crystalline Form 22 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 13; an X-ray powder diffraction pattern having peaks at 9.7, 11.9, 13.6, 18.5 and 23.9 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00159] Crystalline Form 22 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 9.7, 11.9, 13.6, 18.5 and 23.9 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 17.7, 22.6, 23.1, 25.2 and 26.8 degrees 2-theta ± 0.2 degrees 2-theta.

[00160] Crystalline Form 22 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 9.7, 11.9, 13.6, 17.7, 18.5, 22.6, 23.1, 23.9, 25.2 and 26.8 degrees 2-theta ± 0.2 degrees 2-theta.

[00161] In embodiments of the present disclosure, crystalline Form 22 of Pamiparib is isolated.

[00162] Crystalline Form 22 of Pamiparib may be an anhydrous form, or alternatively a tetrahydrofuran solvate.

[00163] Crystalline Form 22 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 9.7, 11.9, 13.6, 18.5 and 23.9 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 13; and combinations thereof.

[00164] The present disclosure further includes a crystalline polymorph of Pamiparib, designated Form 24. The crystalline Form 24 of Pamiparib may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 15; an X-ray powder diffraction pattern having peaks at 5.9, 10.7, 12.9, 17.6 and 23.0 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00165] Crystalline Form 24 of Pamiparib may be further characterized by an X-ray powder diffraction pattern having peaks at 5.9, 10.7, 12.9, 17.6 and 23.0 degrees 2-theta ± 0.2 degrees 2- theta, and also having any one, two, three, four or five additional peaks selected from 6.3, 11.9, 12.5, 18.8 and 24.6 degrees 2-theta ± 0.2 degrees 2-theta.

[00166] Crystalline Form 24 of Pamiparib may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 5.9, 6.3, 10.7, 11.9, 12.5, 12.9, 17.6, 18.8, 23.0, and 24.6 degrees 2-theta ± 0.2 degrees 2-theta.

[00167] In embodiments of the present disclosure, crystalline Form 24 of Pamiparib is isolated.

[00168] Crystalline Form 24 of Pamiparib may be an anhydrous form, or alternatively a glycerol solvate.

[00169] Crystalline Form 24 of Pamiparib may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 5.9, 10.7, 12.9, 17.6 and 23.0 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 15; and combinations thereof.

[00170] In addition, the present disclosure encompasses crystalline complexes of Pamiparib and succinic acid. Crystalline Pamiparib : succinic acid complex may each be a co-crystal of Pamiparib and succinic acid. Alternatively, crystalline Pamiparib: succinic acid may be a salt, i.e., Pamiparib succinate.

[00171] The present disclosure further encompasses a crystalline complex of Pamiparib and succinic acid, designated Form 23. Pamiparib : succinic acid complex Form 23 is a salt, i.e. Pamiparib succinate.

[00172] The crystalline form of Pamiparib succinate, designated Form 23, may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 14; an X-ray powder diffraction pattern having peaks at 6.2, 10.1, 16.9, 17.4 and 21.6 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00173] Crystalline Form 23 of Pamiparib succinate may be further characterized by an X-ray powder diffraction pattern having peaks at 6.2, 10.1, 16.9, 17.4 and 21.6 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 18.3, 23.1, 24.5, 25.2 and 26.9 degrees 2-theta ± 0.2 degrees 2-theta.

[00174] Crystalline Form 23 of Pamiparib succinate may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.2, 10.1, 16.9, 17.4, 18.3, 21.6, 23.1, 24.5,

25.2 and 26.9 degrees 2-theta ± 0.2 degrees 2-theta.

[00175] Alternatively, Pamiparib succinate Form 23 may be characterized by the following unit cell data: cell_length_a 7.235 A cell_length_b 9.495 A cell_length_c 14.866 A cell angle alpha 106.59° cell_angle_beta 90.73° cell_angle_gamma 105.81° cell_volume 937.2 A³ symmetry _cell_setting triclinic symmetry space group name PI as determined at temperature of about 200°K.

[00176] In embodiments of the present disclosure, crystalline Form 23 of Pamiparib succinate is isolated.

[00177] Crystalline Form 23 of Pamiparib succinate may be an anhydrous form.

[00178] Crystalline Form 23 of Pamiparib succinate may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.2, 10.1, 16.9, 17.4 and 21.6 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 14; or the unit cell data described above; and combinations thereof.

[00179] The present disclosure further encompasses another crystalline complex of Pamiparib and succinic acid, designated Form 29, which may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 21; an X-ray powder diffraction pattern having peaks at 6.7, 9.4, 13.4, 14.0 and 15.7 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00180] Crystalline Form 29 of Pamiparib : succinic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 6.7, 9.4, 13.4, 14.0 and 15.7 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 11.1, 14.6, 17.4, 23.4 and 24.2 degrees 2-theta± 0.2 degrees 2- theta.

[00181] Crystalline Form 29 of Pamiparib : succinic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.7, 9.4, 11.1, 13.4, 14.0, 14.6, 15.7, 17.4, 23.4 and 24.2 degrees 2-theta ± 0.2 degrees 2-theta.

[00182] In embodiments of the present disclosure, crystalline Form 29 of Pamiparib : succinic acid complex is isolated.

[00183] Crystalline Form 29 of Pamiparib : succinic acid complex may be ahydrate form.

[00184] Crystalline Form 29 of Pamiparib : succinic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks 6.7, 9.4, 13.4, 14.0 and 15.7 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 21; and combinations thereof.

[00185] Further, the present disclosure encompasses a crystalline complex of Pamiparib and nicotinamide. Crystalline Pamiparib : nicotinamide complex is a co-crystal of Pamiparib and nicotinamide.

[00186] The co-crystal of Pamiparib and nicotinamide, designated Form 25, may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 16; an X-ray powder diffraction pattern having peaks at 8.3, 13.7, 16.0, 18.5 and 25.0 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00187] Alternatively, Pamiparib and nicotinamide co-crystal Form 25 may be characterized by the following unit cell data: cell length a 7.2016 A cell length b 21.1410 A cell length c 13.1660 A cell angle alpha 90° cell_angle_beta 102.8523° cell angle gamma 90° cell_volume 1954.29Ά³ symmetry cell setting monoclinic symmetry space group name P2i; as determined at temperature of about 200°K.

[00188] Pamiparib and nicotinamide co-crystal Form 25 may be further characterized by an X-ray powder diffraction pattern having peaks at 8.3, 13.7, 16.0, 18.5 and 25.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 10.7, 18.0, 21.0, 21.9 and 26.0 degrees 2-theta ± 0.2 degrees 2-theta.

[00189] In embodiments of the present disclosure, Pamiparib and nicotinamide co-crystal Form 25 is isolated.

[00190] Pamiparib and nicotinamide co-crystal Form 25 may be an anhydrous form.

[00191] Pamiparib and nicotinamide co-crystal Form 25 may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 8.3, 13.7, 16.0, 18.5 and 25.0 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 16; or by unit cell data as described above, an anhydrous form, and any combinations thereof.

[00192] Pamiparib and nicotinamide co-crystal Form 25 may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 8.3, 10.7, 13.7, 16.0, 18.0, 18.5, 21.0, 21.9, 25.0, and 26.0 degrees 2-theta ± 0.2 degrees 2-theta.

[00193] In addition, the present disclosure encompasses crystalline complexes of Pamiparib and benzoic acid. Crystalline Pamiparib : benzoic acid complexes may each be a co-crystal of Pamiparib and benzoic acid. Alternatively, crystalline Pamiparib: benzoic acid may be a salt, i.e., Pamiparib benzoate.

[00194] The disclosure encompasses a crystalline complex of Pamiparib and benzoic acid, designated Form 26. Crystalline Form 26 of Pamiparib : benzoic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 17; an X-ray powder diffraction pattern having peaks at 4.3, 7.6, 12.7, 13.9 and 15.5 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00195] Crystalline Form 26 of Pamiparib : benzoic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 4.3, 7.6, 12.7, 13.9 and 15.5 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 8.6, 17.4, 19.6, 24.9 and 25.9 degrees 2-theta ± 0.2 degrees 2- theta.

[00196] Crystalline Form 26 of Pamiparib : benzoic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 4.3, 7.6, 8.6, 12.7, 13.9, 15.5, 17.4, 19.6, 24.9 and 25.9 degrees 2-theta ± 0.2 degrees 2-theta.

[00197] In embodiments of the present disclosure, crystalline Form 26 of Pamiparib : benzoic acid complex is isolated.

[00198] Crystalline Form 26 of Pamiparib : benzoic acid complex may be an ethyl acetate solvate.

[00199] Crystalline Form 26 of Pamiparib : benzoic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 4.3, 7.6, 12.7, 13.9 and 15.5 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 17; and combinations thereof.

[00200] The disclosure further encompasses a crystalline complex of Pamiparib and benzoic acid, designated Form 30. Crystalline Form 30 of Pamiparib : benzoic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 18; an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.3, 11.3 and 13.7 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00201] Crystalline Form 30 of Pamiparib : benzoic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.3, 11.3 and 13.7 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 14.4, 18.0, 18.6, 20.6 and 23.9 degrees 2-theta ± 0.2 degrees 2- theta.

[00202] Crystalline Form 30 of Pamiparib : benzoic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.8, 8.9, 10.3, 11.3, 13.7, 14.4, 18.0, 18.6, 20.6 and 23.9 degrees 2-theta ± 0.2 degrees 2-theta.

[00203] In embodiments of the present disclosure, crystalline Form 30 of Pamiparib : benzoic acid complex is isolated. [00204] Crystalline Form 30 of Pamiparib : benzoic acid complex may be an anhydrous form.

[00205] Crystalline Form 30 of Pamiparib : benzoic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.8, 8.9, 10.3, 11.3 and 13.7 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 18; and combinations thereof.

[00206] The present disclosure further encompasses crystalline complexes of Pamiparib and adipic acid. Crystalline Pamiparib : adipic acid complexes may be a co-crystal of Pamiparib and adipic acid. Alternatively, crystalline Pamiparib: adipic acid may be a salt, i.e., Pamiparib adipate.

[00207] The disclosure further encompasses a crystalline complex of Pamiparib and adipic acid, designated Form 27. Crystalline Form 27 of Pamiparib : adipic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 19; an X-ray powder diffraction pattern having peaks at 5.7, 15.7, 19.1, 20.5 and 21.9 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00208] Crystalline Form 27 of Pamiparib : adipic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 5.7, 15.7, 19.1, 20.5 and 21.9 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 10.9, 13.0, 13.4, 23.7 and 24.2 degrees 2-theta ± 0.2 degrees 2-theta.

[00209] Crystalline Form 27 of Pamiparib : adipic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 5.7, 10.9, 13.0, 13.4, 15.7, 19.1, 20.5, 21.9, 23.7 and 24.2 degrees 2-theta± 0.2 degrees 2-theta.

[00210] In embodiments of the present disclosure, crystalline Form 27 of Pamiparib : adipic acid complex is isolated.

[00211] Crystalline Form 27 of Pamiparib : adipic acid complex may be an anhydrous form.

[00212] Crystalline Form 27 of Pamiparib : adipic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 5.7, 15.7, 19.1, 20.5 and 21.9 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 19; and combinations thereof.

[00213] The disclosure further encompasses a crystalline complex of Pamiparib and adipic acid, designated Form 31. Crystalline Form 31 of Pamiparib : adipic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 22; an X-ray powder diffraction pattern having peaks at 5.5, 13.3, 16.5, 17.0 and 18.8 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00214] Crystalline Form 31 of Pamiparib : adipic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 5.5, 13.3, 16.5, 17.0 and 18.8 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 11.0, 14.9, 21.5, 24.2 and 26.5 degrees 2-theta ± 0.2 degrees 2-theta.

[00215] Crystalline Form 31 of Pamiparib : adipic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 5.5, 11.0, 13.3, 14.9, 16.5, 17.0, 18.8, 21.5, 24.2 and 26.5 degrees 2-theta ± 0.2 degrees 2-theta.

[00216] In embodiments of the present disclosure, crystalline Form 31 of Pamiparib : adipic acid complex is isolated.

[00217] Crystalline Form 31 of Pamiparib : adipic acid complex may be an ethanol solvate.

[00218] Crystalline Form 31 of Pamiparib : adipic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 5.5, 13.3, 16.5, 17.0 and 18.8 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 22; and combinations thereof.

[00219] The disclosure further encompasses a crystalline complex of Pamiparib and adipic acid, designated Form 34. Crystalline Form 34 of Pamiparib : adipic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 23; an X-ray powder diffraction pattern having peaks at 7.0, 8.4, 10.0, 15.0 and 16.2 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00220] Crystalline Form 34 of Pamiparib : adipic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 7.0, 8.4, 10.0, 15.0 and 16.2 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 12.2, 12.8, 15.9, 17.1 and 19.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00221] Crystalline Form 34 of Pamiparib : adipic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 7.0, 8.4, 10.0, 12.2, 12.8, 15.0, 15.9, 16.2, 17.1 and 19.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00222] In embodiments of the present disclosure, crystalline Form 34 of Pamiparib : adipic acid complex is isolated.

[00223] Crystalline Form 34 of Pamiparib : adipic acid complex may be a hydrate form. [00224] Crystalline Form 34 of Pamiparib : adipic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 7.0, 8.4, 10.0, 15.0 and 16.2 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 23; and combinations thereof.

[00225] The present disclosure encompasses crystalline complex of Pamiparib and lactic acid. Crystalline Pamiparib : lactic acid complexes may each be a solvate of Pamiparib and lactic acid. Alternatively, crystalline Pamiparib: lactic acid may be a salt, i.e., Pamiparib lactate.

[00226] The disclosure further encompasses a crystalline complex of Pamiparib and lactic acid, designated Form 28. Crystalline Form 28 of Pamiparib : lactic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 20; an X-ray powder diffraction pattern having peaks at 6.6, 13.3, 16.6, 22.6 and 25.1 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00227] Crystalline Form 28 of Pamiparib : lactic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 6.6, 13.3, 16.6, 22.6 and 25.1 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 16.1, 21.4, 23.4, 25.5 and 27.0 degrees 2-theta ± 0.2 degrees 2-theta.

[00228] Crystalline Form 28 of Pamiparib : lactic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.6, 13.3, 16.1, 16.6, 21.4, 22.6, 23.4, 25.1, 25.5 and 27.0 degrees 2-theta ± 0.2 degrees 2-theta.

[00229] In embodiments of the present disclosure, crystalline Form 28 of Pamiparib : lactic acid complex is isolated.

[00230] Crystalline Form 28 of Pamiparib : lactic acid complex may be an anhydrous form.

[00231] Crystalline Form 28 of Pamiparib : lactic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.6, 13.3, 16.6, 22.6 and 25.1 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 20; and combinations thereof.

[00232] The present disclosure further encompasses crystalline complexes of Pamiparib and hippuric acid. Crystalline Pamiparib : hippuric acid complexes may be a co-crystal of Pamiparib and hippuric acid. Alternatively, crystalline Pamiparib: hippuric acid may be a salt, i.e., Pamiparib hippurate. [00233] The disclosure further encompasses a crystalline complex of Pamiparib and hippuric acid, designated Form 32. Crystalline Form 32 of Pamiparib : hippuric acid may becharacterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 24; an X-ray powder diffraction pattern having peaks at 5.0, 13.2, 18.0, 18.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00234] Crystalline Form 32 of Pamiparib : hippuric acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 5.0, 13.2, 18.0, 18.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.7, 14.8, 17.4, 21.8 and 23.5 degrees 2-theta ± 0.2 degrees 2- theta.

[00235] Crystalline Form 32 of Pamiparib : hippuric acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 5.0, 9.7, 13.2, 14.8, 17.4, 18.0, 18.6, 21.4, 21.8 and 23.5 degrees 2-theta ± 0.2 degrees 2-theta.

[00236] In embodiments of the present disclosure, crystalline Form 32 of Pamiparib : hippuric acid complex is isolated.

[00237] Crystalline Form 32 of Pamiparib : hippuric acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 5.0, 13.2, 18.0, 18.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 24; and combinations thereof.

[00238] The present disclosure further encompasses crystalline complexes of Pamiparib and sorbic acid. Crystalline Pamiparib : sorbic acid complexes may be a co-crystal of Pamiparib and sorbic acid. Alternatively, crystalline Pamiparib: sorbic acid may be a salt, i.e., Pamiparib sorbate.

[00239] The disclosure further encompasses a crystalline complex of Pamiparib and sorbic acid, designated Form 35. Crystalline Form 35 of Pamiparib : sorbic acid may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 25; an X-ray powder diffraction pattern having peaks at 3.8, 7.7, 8.9, 12.7 and 21.2 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data. [00240] Crystalline Form 35 of Pamiparib : sorbic acid complex may be further characterized by an X-ray powder diffraction pattern having peaks at 3.8, 7.7, 8.9, 12.7 and 21.2 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 11.1, 15.3, 16.1, 16.5 and 20.6 degrees 2-theta ± 0.2 degrees 2-theta.

[00241] Crystalline Form 35 of Pamiparib : sorbic acid complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 3.8, 7.7, 8.9, 11.1, 12.7, 15.3, 16.1, 16.5, 20.6, and 21.2 degrees 2-theta ± 0.2 degrees 2-theta.

[00242] In embodiments of the present disclosure, crystalline Form 35 of Pamiparib : sorbic acid complex is isolated.

[00243] Crystalline Form 35 of Pamiparib : sorbic acid complex may be an anhydrous form.

[00244] Crystalline Form 35 of Pamiparib : sorbic acid complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 3.8, 7.7, 8.9, 12.7 and 21.2 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 25; and combinations thereof.

[00245] The present disclosure further encompasses crystalline complexes of Pamiparib and sorbic acid. The present disclosure further comprises a crystalline complex of crystalline Pamiparib : sorbic acid which is a co-crystal of Pamiparib and sorbic acid.

[00246] As used herein, a co-crystal is a crystalline material composed of two or more molecules within the same crystal lattice, wherein the molecules interact with each other via non ionic interactions.

[00247] In embodiments the molar ratio between the active pharmaceutical ingredient (Pamiparib) and the conformer (sorbic acid) is between 1:1.5 and 1.5:1, in some embodiments between 1:1.25 and 1.25:1, in other embodiments about 1:1.

[00248] The present invention further provides a crystalline Pamiparib : sorbic acid, which may be a co-crystal of Pamiparib with sorbic acid, and which may be designated as Form 40. Crystalline Form 40 of Pamiparib sorbic acid co-crystal may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 26; an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta; a solid state ¹³C NMR spectrum with characteristic peaks at 170.1, 149.3, 130.7, 120.5 and 110.2 ppm ± 0.2 ppm; a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 106.3 ppm ± 1 ppm: 63.8, 43.0, 24.4, 14.2 and 3.8 ppm ± 0.1 ppm; a solid state ¹³C NMR spectrum substantially as depicted in Figure 36, 37, or 38; and combinations of these data. [00249] Crystalline Form 40 of Pamiparib sorbic acid co-crystal may be further characterized by an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2- theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 13.8, 17.3, 17.7, 20.1 and 23.4 degrees 2-theta ± 0.2 degrees 2-theta.

[00250] Crystalline Form 40 of Pamiparib sorbic acid co-crystal may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 13.4, 13.8, 17.3, 17.7, 18.7, 20.1, 23.4 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta, or by an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 11.1, 13.4, 13.8, 16.4, 17.3, 17.7, 18.7,19.8, 20.1, 22.0, 22.3, 22.8, 23.4, 25.1, 26.2, 26.8, 26.9, 27.1, 29.9, 30.6, and 36.6 degrees 2-theta ± 0.2 degrees 2-theta.

[00251] Alternatively or in addition to the above, Pamiparib and sorbic acid co-crystal Form 40 may be characterized by the following unit cell data: cell length a 5.8743 A cell length b 17.1654 A cell length c 20.4818 A cell angle alpha 90° cell angle beta 90° cell angle gamma 90° cell volume 2065.28 A³ symmetry _cell_setting orthorhombic Symmetry space group name P2i2i2i as determined at temperature of about 200°K.

[00252] In embodiments of the present disclosure, crystalline Form 40 of Pamiparib sorbic acid co-crystal is isolated.

[00253] Crystalline Form 40 of Pamiparib sorbic acid co-crystal may be an anhydrous form.

[00254] Crystalline Form 40 of Pamiparib sorbic acid co-crystal may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 26; or by the unit cell data described above; and combinations thereof.

[00255] The present disclosure further relates to processes for preparation of form 40 of Pamiparib sorbic acid co-crystal. [00256] In one embodiment, the disclosure relates to a process for preparation of Pamiparib sorbic acid co-crystal, comprising crystallising from a mixture comprising Pamiparib and sorbic acid and at least one organic solvent by adding the mixture comprising Pamiparib and sorbic acid and at least one organic solvent to an antisolvent [00257] The process may comprise the steps of:

(a) preparing a mixture comprising Pamiparib and sorbic acid in at least one organic solvent, and

(b) crystallising the Pamiparib-sorbic acid co-crystal by adding the mixture comprising Pamiparib and sorbic acid and at least one organic solvent to an antisolvent; and optionally

(c) isolating the Pamiparib-sorbic acid co-crystal.

[00258] The organic solvent in step (a) may be selected from the group consisting of ketones, esters or alcohols, such as a C3-8 ketone, a C4-8 ester, or a C1-4 alcohol. The organic solvent in step (a) may optionally be a C3-8 ketone or a C4-8 ester, optionally a C3-6 ketone, particularly MP3K, acetone or a C4-6 ester, optionally ethyl acetate, or a combination thereof.

[00259] The mixture in step (a) may be at an elevated temperature, optionally at a temperature of about 40 °C to about 90 °C, about 40 °C to about 60 °C, or about 50°C.

[00260] The mixture in step (a) may be prepared by combining a mixture of Pamiparib, optionally at an elevated temperature, with a mixture of sorbic acid in at least one solvent. The mixture of Pamiparib in step (a) may be in a solvent comprising a ketone, ester or alcohol solvent, optionally a C3-8 ketone, a C4-8 ester, or a C1-4 alcohol, or a mixture thereof and optionally MIBK. The solvent(s) may be used in an amount of about 20 ml to about 90 ml, about 25 ml to about 80 ml, about 30 ml to about 70 ml or about 40 ml to about 60 ml, or about 45 to about 55 ml per gram of Pamiparib. The mixture may be heated to a temperature of about 40°C to about 90°C, about 50°C to about 85°C, about 65°C to about 75°C or about 70°C, optionally to effect dissolution of the Pamiparib into the solvent. The sorbic acid is in a mixture with a solvent, optionally a ketone, alcohol or water, or a mixture thereof. Optionally the sorbic acid is in a solution with a C3-6 ketone solvent, optionally acetone. The solvent(s) may be used in an amount of about 1 ml to about 30 ml, about 5 ml to about 20 ml, about 7 ml to about 15 ml or about 7 to about 10 ml per gram of sorbic acid. The mixture of Pamiparib in the solvent, may be combined with the mixture of sorbic acid in the solvent at an elevated temperature, optionally at a temperature of about 40 °C to about 90 °C, about 40 °C to about 60 °C, or about 50°C. Optionally, the mixture of sorbic acid is added to a solution of Pamiparib in the solvent, wherein the solution is at a temperature of about 40 °C to about 60 °C, or about 50°C.

[00261] Step (b) may optionally comprise cooling the mixture of Pamiparib, sorbic acid and one or more solvents. Optionally, the cooling may be to a temperature of about -5°C to about 15°C, about 0°C to about 10°C or about 2 to about 7°C, or about 5°C. Step (b) comprises adding the mixture to an antisolvent. Preferably the addition is carried out dropwise. Optionally the antisolvent may be selected from alkanes, ethers or mixtures thereof; optionally C5-C10 alkanes or cycloalkanes, and C4-8 ethers; and preferably Cs-Cx alkanes or cycloalkanes, such as heptane. The ratio of antisolvent to total solvent may be about 1 :4 to about 10:1, about 1 :2 to about 5:1, about 0.8: 1 to about 4: 1 or about 0.9: 1 to about 3:1.

[00262] The resulting mixture may be stirred at a temperature of about -5°C to about 15°C, about 0°C to about 10°C or about 2 to about 8°C.

[00263] Step (c) may comprise filtering the Pamiparib form 40 from the mixture.

[00264] In one embodiment the disclosure relates to a process for preparation of form 40 of Pamiparib sorbic acid co crystal, wherein the process comprises:

[00265] (i) combining Pamiparib and a solvent system comprising one or more organic solvents; preferably to obtain a solution; (ii) adding a solution of sorbic acid in a solvent system comprising one or more organic solvents; (iii) optionally cooling; (iv) adding the solution of Pamiparib with sorbic acid into an antisolvent; (v) optionally stirring; and (vi) optionally isolating the crystalline form 40.

[00266] Preferred solvents in step (i) may be selected from the group consisting of ketones, esters or alcohols (optionally a C3-8 ketone, a C4-8 ester, or a C1-4 alcohol), more preferably the organic solvents may be selected from MIBK, acetone or ethyl acetate, most preferably the organic solvent is MIBK.

[00267] Preferred solvents in step (ii) may be selected from the group consisting of ketones, alcohols or water more preferably the organic solvents may be selected from MIBK, acetone or water, most preferably the organic solvent is acetone.

[00268] Preferred solvents used as antisolvent in step (iv) may be selected from a group consisting of alkanes, ethers or mixtures thereof, preferably C5-C8 alkanes and cycloalkanes. More preferably the anti-solvent may be selected from a group consisting of heptane or hexane, Most preferably the anti-solvent is heptane.

[00269] In embodiments the addition of sorbic acid solution in step (ii) is performed at a temperature of about 40 °C to about 60°C, more preferably at about 50°C.

[00270] In embodiments the concentration of the sorbic acid solution in step (ii) is from about 0.5 mM to about 2 mM.

[00271] In embodiments the reaction mixture in step (i) is heated to a temperature of about 50°C to about 90°C, more preferably to a temperature of about 65°C to about 75°C to obtain dissolution of Pamiparib and then further cooled to a temperature of about 40°C to about 60°C , more preferably about 50°C.

[00272] In embodiments in step (iii) the reaction mixture is cooled to a temperature of about 2 °C to about 10°C, more preferably to about 5°C.

[00273] Crystalline form 40 can be isolated by methods known in the art. For example, crystalline form 40 can be separated by filtering the slurry or decanting the solvent from the slurry. The isolating method can further comprise washing and drying steps.

[00274] The process for preparing form 40 of Pamiparib may further comprise a step of combining the Pamiparib form 40 with at least one pharmaceutically acceptable excipient to form a pharmaceutical composition.

[00275] The present disclosure further encompasses crystalline complexes of Pamiparib and urea. Crystalline Pamiparib : urea complex may be a co-crystal of Pamiparib and urea.

[00276] The disclosure further encompasses a crystalline complex of Pamiparib and urea, designated Form 41. Crystalline Form 41 of Pamiparib : urea may be characterized by data selected from one or more of the following: an X-ray powder diffraction pattern substantially as depicted in Figure 27; an X-ray powder diffraction pattern having peaks at 5.8, 12.0, 17.4, 20.4 and 24.1 degrees 2-theta ± 0.2 degrees 2-theta; and combinations of these data.

[00277] Crystalline Form 41 of Pamiparib : urea complex may be further characterized by an X-ray powder diffraction pattern having peaks at 5.8, 12.0, 17.4, 20.4 and 24.1 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 13.3, 14.5, 21.1, 23.2 and 26.9 degrees 2-theta ± 0.2 degrees 2-theta. [00278] Crystalline Form 41 of Pamiparib : urea complex may be alternatively characterized by an X-ray powder diffraction pattern having peaks at 5.8, 12.0, 13.3, 14.5, 17.4, 20.4, 21.1, 23.2, 24.1 and 26.9 degrees 2-theta ± 0.2 degrees 2-theta.

[00279] In embodiments of the present disclosure, crystalline Form 41 of Pamiparib : urea complex is isolated.

[00280] Crystalline Form 41 of Pamiparib : urea complex may be an ethanol solvate.

[00281] Crystalline Form 41 of Pamiparib : urea complex may be characterized by each of the above characteristics alone or by all possible combinations, e.g., an XRPD pattern having peaks at 5.8, 12.0, 17.4, 20.4 and 24.1 degrees 2-theta ± 0.2 degrees 2-theta; an XRPD pattern as depicted in Figure 27; and combinations thereof.

[00282] The above crystalline polymorphs, as well as co-crystals and/or salts of Pamiparib can be used to prepare other crystalline polymorphs of Pamiparib, Pamiparib salts, co-crystals, and/or their solid state forms.

[00283] The present disclosure encompasses a process for preparing other solid state forms of Pamiparib, Pamiparib salts, co-crystals and/or their solid state forms thereof. The process includes preparing any one of the Pamiparib and solid state forms of Pamiparib, Pamiparib co crystals and/or Pamiparib salts by the processes of the present disclosure, and converting it to said other Pamiparib or Pamiparib salt or Pamiparib co-crystal.

[00284] The present disclosure provides the above described crystalline polymorphs of Pamiparib, as well as co-crystals and/or salts of Pamiparib for use in the preparation of pharmaceutical compositions including Pamiparib, Pamiparib co-crystals, Pamiparib salts, and/or crystalline polymorphs thereof.

[00285] The present disclosure also encompasses the use of crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure for the preparation of pharmaceutical compositions of crystalline polymorph Pamiparib, Pamiparib co crystals, Pamiparib salts and/or crystalline polymorphs thereof.

[00286] The present disclosure includes processes for preparing the above mentioned pharmaceutical compositions. The processes include combining any one or a combination of the crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure with at least one pharmaceutically acceptable excipient. [00287] Pharmaceutical formulations of the present disclosure contain any one or a combination of the solid state forms of Pamiparib of the present disclosure. In addition to the active ingredient, the pharmaceutical formulations of the present disclosure can contain one or more excipients. Excipients are added to the formulation for a variety of purposes.

[00288] Diluents increase the bulk of a solid pharmaceutical composition, and can make a pharmaceutical dosage form containing the composition easier for the patient and caregiver to handle. Diluents for solid compositions include, for example, microcrystalline cellulose (e.g. Avicel®), microfme cellulose, lactose, starch, pregelatinized starch, calcium carbonate, calcium sulfate, sugar, dextrates, dextrin, dextrose, dibasic calcium phosphate dihydrate, tribasic calcium phosphate, kaolin, magnesium carbonate, magnesium oxide, maltodextrin, mannitol, polymethacrylates (e.g. Eudragit®), potassium chloride, powdered cellulose, sodium chloride, sorbitol, and talc.

[00289] Solid pharmaceutical compositions that are compacted into a dosage form, such as a tablet, can include excipients whose functions include helping to bind the active ingredient and other excipients together after compression. Binders for solid pharmaceutical compositions include acacia, alginic acid, carbomer (e.g. carbopol), carboxymethylcellulose sodium, dextrin, ethyl cellulose, gelatin, guar gum, hydrogenated vegetable oil, hydroxyethyl cellulose, hydroxypropyl cellulose (e.g. Klucel®), hydroxypropyl methyl cellulose (e.g. Methocel®), liquid glucose, magnesium aluminum silicate, maltodextrin, methylcellulose, polymethacrylates, povidone (e.g. Kollidon®, Plasdone®), pregelatinized starch, sodium alginate, and starch. [00290] The dissolution rate of a compacted solid pharmaceutical composition in the patient's stomach can be increased by the addition of a disintegrant to the composition. Disintegrants include alginic acid, carboxymethylcellulose calcium, carboxymethylcellulose sodium (e.g. Ac- Di-Sol®, Primellose®), colloidal silicon dioxide, croscarmellose sodium, crospovidone (e.g. Kollidon®, Polyplasdone®), guar gum, magnesium aluminum silicate, methyl cellulose, microcrystalline cellulose, polacrilin potassium, powdered cellulose, pregelatinized starch, sodium alginate, sodium starch glycolate (e.g. Explotab®), and starch.

[00291] Glidants can be added to improve the flowability of a non-compacted solid composition and to improve the accuracy of dosing. Excipients that can function as glidants include colloidal silicon dioxide, magnesium trisilicate, powdered cellulose, starch, talc, and tribasic calcium phosphate. [00292] When a dosage form such as a tablet is made by the compaction of a powdered composition, the composition is subjected to pressure from a punch and dye. Some excipients and active ingredients have a tendency to adhere to the surfaces of the punch and dye, which can cause the product to have pitting and other surface irregularities. A lubricant can be added to the composition to reduce adhesion and ease the release of the product from the dye. Lubricants include magnesium stearate, calcium stearate, glyceryl monostearate, glyceryl palmitostearate, hydrogenated castor oil, hydrogenated vegetable oil, mineral oil, polyethylene glycol, sodium benzoate, sodium lauryl sulfate, sodium stearyl fumarate, stearic acid, talc, and zinc stearate. [00293] Flavoring agents and flavor enhancers make the dosage form more palatable to the patient. Common flavoring agents and flavor enhancers for pharmaceutical products that can be included in the composition of the present disclosure include maltol, vanillin, ethyl vanillin, menthol, citric acid, fumaric acid, ethyl maltol, and tartaric acid.

[00294] Solid and liquid compositions can also be dyed using any pharmaceutically acceptable colorant to improve their appearance and/or facilitate patient identification of the product and unit dosage level.

[00295] In liquid pharmaceutical compositions of the present disclosure, Pamiparib and any other solid excipients can be dissolved or suspended in a liquid carrier such as water, vegetable oil, alcohol, polyethylene glycol, propylene glycol, or glycerin.

[00296] Liquid pharmaceutical compositions can contain emulsifying agents to disperse uniformly throughout the composition an active ingredient or other excipient that is not soluble in the liquid carrier. Emulsifying agents that can be useful in liquid compositions of the present invention include, for example, gelatin, egg yolk, casein, cholesterol, acacia, tragacanth, chondrus, pectin, methyl cellulose, carbomer, cetostearyl alcohol, and cetyl alcohol.

[00297] Liquid pharmaceutical compositions of the present disclosure can also contain a viscosity enhancing agent to improve the mouth-feel of the product and/or coat the lining of the gastrointestinal tract. Such agents include acacia, alginic acid bentonite, carbomer, carboxymethylcellulose calcium or sodium, cetostearyl alcohol, methyl cellulose, ethylcellulose, gelatin guar gum, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, maltodextrin, polyvinyl alcohol, povidone, propylene carbonate, propylene glycol alginate, sodium alginate, sodium starch glycolate, starch tragacanth, xanthan gum, and combinations thereof. [00298] Sweetening agents such as sorbitol, saccharin, sodium saccharin, sucrose, aspartame, fructose, mannitol, and invert sugar can be added to improve the taste.

[00299] Preservatives and chelating agents such as alcohol, sodium benzoate, butylated hydroxyl toluene, butylated hydroxyanisole, and ethylenediamine tetraacetic acid can be added at levels safe for ingestion to improve storage stability.

[00300] According to the present disclosure, a liquid composition can also contain a buffer such as gluconic acid, lactic acid, citric acid, or acetic acid, sodium gluconate, sodium lactate, sodium citrate, or sodium acetate. Selection of excipients and the amounts used can be readily determined by the formulation scientist based upon experience and consideration of standard procedures and reference works in the field.

[00301] The solid compositions of the present disclosure include powders, granulates, aggregates, and compacted compositions. The dosages include dosages suitable for oral, buccal, rectal, parenteral (including subcutaneous, intramuscular, and intravenous), inhalant, and ophthalmic administration. Although the most suitable administration in any given case will depend on the nature and severity of the condition being treated, in embodiments the route of administration is oral. The dosages can be conveniently presented in unit dosage form and prepared by any of the methods well-known in the pharmaceutical arts.

[00302] Dosage forms include solid dosage forms like tablets, powders, capsules, suppositories, sachets, troches, and lozenges, as well as liquid syrups, suspensions, and elixirs. [00303] The dosage form of the present disclosure can be a capsule containing the composition, such as a powdered or granulated solid composition of the invention, within either a hard or soft shell. The shell can be made from gelatin and optionally contain a plasticizer such as glycerin and/or sorbitol, an opacifying agent and/or colorant.

[00304] The active ingredient and excipients can be formulated into compositions and dosage forms according to methods known in the art.

[00305] A composition for tableting or capsule filling can be prepared by wet granulation. In wet granulation, some or all of the active ingredients and excipients in powder form are blended and then further mixed in the presence of a liquid, typically water, that causes the powders to clump into granules. The granulate is screened and/or milled, dried, and then screened and/or milled to the desired particle size. The granulate can then be tableted, or other excipients can be added prior to tableting, such as a glidant and/or a lubricant. [00306] A tableting composition can be prepared conventionally by dry blending. For example, the blended composition of the actives and excipients can be compacted into a slug or a sheet and then comminuted into compacted granules. The compacted granules can subsequently be compressed into a tablet.

[00307] As an alternative to dry granulation, a blended composition can be compressed directly into a compacted dosage form using direct compression techniques. Direct compression produces a more uniform tablet without granules. Excipients that are particularly well suited for direct compression tableting include microcrystalline cellulose, spray dried lactose, dicalcium phosphate dihydrate, and colloidal silica. The proper use of these and other excipients in direct compression tableting is known to those in the art with experience and skill in particular formulation challenges of direct compression tableting.

[00308] A capsule of the present disclosure can include any of the aforementioned blends and granulates that were described with reference to tableting, but they are not subjected to a final tableting step.

[00309] A pharmaceutical formulation of Pamiparib can be administered. Pamiparib may be formulated for administration to a mammal, in embodiments a human, by injection. Pamiparib can be formulated, for example, as a viscous liquid solution or suspension, such as a clear solution, for injection. The formulation can contain one or more solvents. A suitable solvent can be selected by considering the solvent's physical and chemical stability at various pH levels, viscosity (which would allow for syringeability), fluidity, boiling point, miscibility, and purity. Suitable solvents include alcohol USP, benzyl alcohol NF, benzyl benzoate USP, and Castor oil USP. Additional substances can be added to the formulation such as buffers, solubilizers, and antioxidants, among others. Ansel et ak, Pharmaceutical Dosage Forms and Drug Delivery Systems, 7th ed.

[00310] A pharmaceutical composition of Pamiparib as defined herein can also comprise another active substance, preferably aDNA-a!ky!ating agents such as platinum compounds, temozolomide or immuno-oncology agents such as Tislelizumab.

[00311] The crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts and the pharmaceutical compositions and/or formulations of Pamiparib, Pamiparib co crystals and/or Pamiparib salts of the present disclosure can be used as medicaments, in embodiments for the treatment of cancer, particularly prostate cancer, breast cancer, solid malignant tumors, gastric cancer, peritoneal cancer or ovarian cancer.

[00312] The present disclosure also provides methods of treating cancer by administering a therapeutically effective amount of any one or a combination of the crystalline polymorphs of Pamiparib, Pamiparib co-crystals and/or Pamiparib salts of the present disclosure, or at least one of the above pharmaceutical compositions and/or formulations, to a subject in need of the treatment.

[00313] Having thus described the disclosure with reference to particular preferred embodiments and illustrative examples, those in the art can appreciate modifications to the disclosure as described and illustrated that do not depart from the spirit and scope of the disclosure as disclosed in the specification. The Examples are set forth to aid in understanding the disclosure but are not intended to, and should not be construed to limit its scope in any way.

Powder X-ray Diffraction ("XRPD") method

[00314] Powder X-ray Diffraction was performed on an X-Ray powder diffractometer PanAlytical X’pert Pro; CuKa radiation (l = 1.54187 A); X'Celerator detector with active length 2.122 degrees 2-theta; laboratory temperature 25 ± 3 °C; zero background sample holders. Prior to analysis, the samples were gently ground using a mortar and pestle to obtain a fine powder. The ground sample was adjusted into a cavity of the sample holder and the surface of the sample was smoothed using a cover glass.

Measurement parameters:

Scan range: 3 - 40 degrees 2-theta Scan mode: continuous Step size: 0.0167 degrees

Step size: 42 s Sample spin: 60 rpm Sample holder: zero background silicon plate X-ray crystal structure determination by single crystal:

Sample preparation - Form 21 :

[00315] 150 mg Pamiparib was dissolved in 1 ml of DMSO. Clear solution was filtered and stored at ambient condition in a beaker for 2 weeks. Large crystals were formed, filtered and analyzed by XRPD. These crystals were used for single crystal analysis.

Sample preparation - Form 23 :

[00316] Pamiparib (2 g) was dissolved in methyl isobutyl ketone ("MIBK", 100 ml) while heating to temperature at about 90°C, until complete dissolution. The obtained clear solution was cooled down to temperature at about 60 °C. Then the solution of succinic acid (840 mg) in a small amount of methanol (5 ml) was added and a suspension was formed. The obtained suspension was cooled down to temperature at about 5 °C over a period of about 1 hour and the solid was filtered. The obtained solid was analyzed by XRPD, Pamiparib succinate Form 23 was obtained.

Sample preparation - Form 25:

[00317] Pamiparib (1.5 grams) was dissolved in methyl iso-butyl ketone ("MIBK", 70 ml) while heating to a temperature of about 90 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of nicotinamide (0.66 grams) in a small amount of EtOH (5 ml) was added, cooled down to a temperature of about 5 °C over a period of about 1 hour and stored in a refrigerator overnight. A suspension was formed. The solid was filtered and analyzed by XRPD, Form 25 was obtained.

Sample preparation - Form 40:

[00318] Pamiparib sorbic acid complex (Form 40, 80 mg) was suspended in ethylacetate (8 ml) and heated up to a temperature of about 70°C until complete dissolution. The obtained clear solution was cooled down to room temperature over a period of about 1 hour and was stored at ambient conditions in a beaker covered by parafilm with holes. During evaporation of the solvent, crystals were formed. After evaporation of all solvent, crystals were measured by XRPD.

X-ray crystal structure determination (Forms 2L 23 and 25)

[00319] Data were collected on a Rigaku Xcalibur PX system equipped with Onyx CCD detector and a Cu Ka sealed tube (l = 1.54178 A) with an Enhanced monochromator using combined f and w scans. Data regarding Form 21 were collected using Mo Ka sealed tube (l = 0.71073 A). Data collection: CrysAlisPro CCD (Oxford Diffraction, 2002); cell refinement: CrysAlisPro RED; data reduction: CrysAlisPro RED; program used to solve structure: Sir92 (Altomare et al., 1994), program used to refine structure and absolute configuration analysis: CRYSTALS (Betteridge et al., 200); and void calculation was done by Platon (Spek, 2003). [00320] Oxford Diffraction (2002). CrysAlisPro. Version 171.31.7 Oxford Diffraction Ltd, 68 Milton Park, Abingdon, Oxfordshire OX144RX, England.

[00321] SIR92 - Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M. C., Polidori, G., Camalli, M. (1994). J. Appl. Cryst. 27, 435.

[00322] PLATON ver. 191114 - Spek, A.L. (2003). PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands.

X-ray crystal structure determination (Form 40)

[00323] Data were collected on a Rigaku Xcalibur PX system equipped with Onyx CCD detector and a Cu Ka sealed tube (l = 1.54178 A) with a graphite monochromator using combined f and w scans at 180 K. Data collection: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); cell refinement: Apex3; data reduction: CrysAlis PRO; program used to solve structure: Superflip (Palatinus & Chapuis, 2007); program used to refine structure and absolute configuration analysis: CRYSTALS (Betteridge et al., 2003); molecular graphics: Mercury, DS ViewerPro. Data export (Appendix 1) and void calculation was done by Platon (Spek, 2003). CrysAlisPro (Rigaku Oxford Diffraction, 2015).

SUPERFLIP - Palatinus L. & Chapuis G. (2007). J. Appl. Cryst. 40, 786-790.

CRYSTALS - Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

¹³C CP/MAS NMR method:

[00324] 13C CP/MAS NMR spectra were measured at 125 MHz using Bruker Avance III 500

WB/US NMR spectrometer (Karlsruhe, Germany, 2003) at magic angle spinning (MAS) frequency £¾/2p = 18 kHz In all cases finely powdered samples were placed into 4-mm Zr02 rotors and the standard “cpmas” pulse program was used. During acquisition of the data the high- power dipolar decoupling “TPPM” (two-pulse phase-modulated) was applied. The number of scans was 2048, repetition delay was 6.0 s. Taking into account frictional heating of the samples during fast rotation all NMR experiments were performed at 293 K (precise temperature calibration was performed).

[00325] The NMR spectrometer was completely calibrated and all experimental parameters were carefully optimized prior the investigation of samples. Magic angle was set using KBr during standard optimization procedure and homogeneity of magnetic field was optimized using adamantane sample (resulting line-width at half-heightAvi/2 was less than 3.5 Hz at 250 ms of acquisition time).

FT-Raman

[00326] Powder sample was filled into DSC standard pan and Raman spectra were recorded on RamanRxnl Analyzer with optical fibres and probe, holographic grating and thermoelectrically cooled CCD detector with laser frequency 785 nm.

Instrument parameters:

Spectral range: 100-3464 cm ¹ Resolution: 0.6 cm ¹ Number of scans: 1-5 Integration time: 2-5 s Laser power: 300 mW

FTIR spectroscopy Equipment: Nicolet 380 FT-IR Spectrometer

Mode: Total internal reflection (ATR);

Spectral range: 4000 - 550 cm ¹;

Sample gain: 1.0;

Number of scans: 128;

Resolution: 4.0 cm ¹.

EXAMPLES

Preparation of starting materials

[00327] Pamiparib can be prepared according to methods known from the literature, for example WO 2013/097225 or WO 2017/032289. Example 1: Preparation of Pamiparib Form 2

[00328] Pamiparib (500 mg) was dissolved in pyridine (3 ml) at a temperature of about 40 °C, and a clear solution was obtained. The solution was stored in a refrigerator for 3 days and a precipitate was formed. The obtained solid was analyzed by XRPD, Form 2 was obtained. The XRPD pattern is shown in Figure 1.

Example 2: Preparation of Pamiparib Form 3

[00329] A suspension of Pamiparib (80 mg) in ethanol (90%, 1 ml) was heated from room temperature to a temperature of about 76 °C, over a period of 2 hours and the suspension completely dissolved. The obtained solution was maintained at this temperature for 30 minutes, then it was cooled down to a temperature of 0 °C over a period of 2 hours. The obtained cooled suspension was maintained at temperature of 0 °C for 30 minutes. The obtained solid was analyzed by XRPD, Form 3 was obtained. The XRPD pattern is shown in Figure 2.

Example 3: Preparation of Pamiparib Form 4

[00330] A suspension of Pamiparib (500 mg) in isopropyl alcohol (10 ml) was heated to a temperature of about 60 °C until complete dissolution. The obtained solution was cooled down to room temperature and the obtained cooled suspension was filtered and stored in a refrigerator at temperature of about 5-8 °C overnight. The obtained solid was analyzed by XRPD, Form 4 was obtained. The XRPD pattern is shown in Figure 3.

Example 4: Preparation of Pamiparib Form 5

[00331] A suspension of Pamiparib (400 mg) and THF (5 ml) was heated from room temperature to a temperature of 45°C. The suspension was completely dissolved and the obtained solution cooled down to room temperature. Activated carbon was added and the solution was then filtered and stored in a refrigerator for two days. The obtained crystals were analyzed by XRPD, Form 5 was obtained. The XRPD pattern is shown in Figure 4.

Example 5: Preparation of Pamiparib Form 7

[00332] Pamiparib (80 mg, Form C) was mixed with methanol (1 ml) and the mixture was heated from room temperature to a temperature of 62 °C, over a period of 2 hours. The obtained suspension was maintained for 30 minutes at temperature of 62 °C, cooled down to temperature of 0 °C over a period of 2 hours, and maintained for 30 minutes at temperature of 0 °C. The obtained crystals were analyzed by XRPD, Form 7 was obtained. The XRPD pattern is shown in Figure 5.

Example 6: Preparation of Pamiparib Form 8

[00333] A suspension of Pamiparib (5 g) in n-Propanol (50%, 62 ml) was heated to a temperature of 80 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of 5 °C. The obtained crystals were filtered and the mother liquor was stored in a refrigerator at a temperature of about 5-8 °C, for a week. The obtained crystals were filtered and analyzed by XRPD, Form 8 was obtained. The XRPD pattern is shown in Figure 6.

Example 7: Preparation of Pamiparib Form 9

[00334] Pamiparib (150 mg) was mixed with ethanol (15 ml) and the mixture was heated to a temperature of 40 °C until complete dissolution. The obtained clear solution was filtered and was stored at ambient conditions (room temperature) in a beaker covered by perforated parafilm for 23 days. After evaporation of the solvent at room temperature crystals were formed. The obtained crystals were filtered and analyzed by XRPD, Form 9 was obtained. The XRPD pattern is shown in Figure 7.

Example 8: Preparation of Pamiparib Form 10

[00335] A suspension of Pamiparib (80 mg) in N-methyl-morpholine (1 ml) was heated from room temperature to a temperature of 80 °C until complete dissolution. The obtained clear solution was cooled down to room temperature over a period of 2 hours, and was stored at ambient condition until the solvent was evaporated. The obtained crystals were filtered and were analyzed by XRPD, Form 10 was obtained. The XRPD pattern is shown in Figure 8.

Example 9: Preparation of Pamiparib Form 11

[00336] A suspension of Pamiparib (200 mg) in ethanol (20 ml) was heated to 50°C until complete dissolution and the obtained solution was filtered. The clear solution was evaporated with a rotary evaporator to dryness (65°C, 150 mbar). The obtained solid was analyzed by XRPD, Form 11 was obtained. The XRPD pattern is shown in Figure 9. Example 10: Preparation of Pamiparib Form 12

[00337] Pamiparib (Form C) was grinded for 2 minutes with a few drops of methanol by using a mortar and pestle. The obtained solid was analyzed by XRPD, Form 12 was obtained. The XRPD pattern is shown in Figure 10.

Example 11: Preparation of Pamiparib Form 1

[00338] Pamiparib (100 mg) was dissolved in 3-dioxolane (13 ml) while heating to a temperature of about 40 °C and a clear solution formed. The obtained clear solution was cooled down to a temperature of 5°C and was stirred until precipitation occurred. The obtained solid was analyzed by XRPD, Form 1 was obtained. The XRPD pattern is shown in Figure 11.

Example 12: Preparation of Pamiparib Form 21

[00339] Pamiparib (150 mg) was dissolved in DMSO (2.5 ml). The obtained clear solution was filtered and stored at ambient conditions in a beaker covered by perforated parafilm for 7 weeks and crystals were formed. The obtained solid was analyzed by XRPD and found to comprise Form 21 (as shown in Figure 12).

Example 13: Preparation of Pamiparib Form 22

[00340] Pamiparib (100 mg) was dissolved in THF (1.5 ml) at a temperature of about 45°C and a clear solution was formed. Xylene (1.5 ml) was added to the clear solution. The solvents were evaporated at a temperature of about 45°C for 5 hours under nitrogen. The obtained solid was analyzed by XRPD, Form 22 was obtained. The XRPD pattern is shown in Figure 13.

Example 14: Preparation of Pamiparib : succinic acid complex Form 23 [Pamiparib succinate Form 23]

[00341] Pamiparib (100 mg) was dissolved in methyl iso-butyl ketone ("MIBK", 4 ml) while heating to a temperature of about 80°C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of succinic acid (42 mg) in a small amount of acetone (1 ml) was added, and a suspension was formed. The obtained suspension was cooled down to a temperature of about 5 °C over a period of about 1 hour, and the solid was filtered. The obtained solid was analyzed by XRPD, Pamiparib : succinic acid complex Form 23 was obtained. The XRPD pattern is shown in Figure 14. Example 15: Preparation of Pamiparib : succinic acid complex Form 23 (Pamiparib succinate Form 23)

[00342] Pamiparib (100 mg) was dissolved in methyl butyl ketone ("MBK", 4 ml) while heating to a temperature of about 80°C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 60 °C and a solution of succinic acid (42 mg) in a small amount of methanol (0.3 ml) was added, and a suspension was formed. The obtained suspension was cooled down to a temperature of about 5 °C over a period of about 1 hour, and the solid was filtered. The obtained solid was analyzed by XRPD, Pamiparib : succinic acid complex Form 23 was obtained.

Example 16: Preparation of Pamiparib : succinic acid complex Form 23 [Pamiparib succinate Form 23)

[00343] Pamiparib (100 mg) was dissolved in ethyl acetate (8 ml) while heating to a temperature of about 70°C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 60 °C and a solution of succinic acid (42 mg) in a small amount of methanol (0.3 ml) was added, and a suspension was formed. The obtained suspension was cooled down to a temperature of about 5 °C over a period of about 1 hour, and the solid was filtered. The obtained solid was analyzed by XRPD, Pamiparib : succinic acid complex Form 23 was obtained.

Example 17: Preparation of Pamiparib Form 24

[00344] Pamiparib (100 mg) was dissolved in glycerol (12 ml) while heating to a temperature of about 90°C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 20°C over a period of about 2 hours, then it was maintained overnight at this temperature while stirring, and a solid formed. The obtained solid was filtered. The obtained solid was analyzed by XRPD, Pamiparib Form 24 was obtained. The XRPD pattern is shown in Figure 15.

Example 18: Preparation of Pamiparib nicotinamide co-crystal Form 25 [00345] Pamiparib (100 mg) was dissolved in methyl iso-butyl ketone ("MIBK", 4 ml) while heating to a temperature of about 80 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 60 °C and a solution of nicotinamide (44 mg) in a small amount of EtOH (0.3 ml) was added. A suspension formed and was cooled down to a temperature of about 20 °C over a period of about 1 hour. Then, heptane (4 ml) was added and the suspension was cooled down to a temperature of about 5°C. The solid was filtered and analyzed by XRPD, Form 25 was obtained.

Example 19: Preparation of Pamiparib nicotinamide co-crystal Form 25 [00346] Pamiparib (100 mg) was dissolved in MBK (4 ml) ) while heating to a temperature of about 80 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 60 °C and a solution of nicotinamide (44 mg) in a small amount of EtOH (0.3 ml) was added, and a suspension formed. The suspension was cooled down to a temperature of about 20 °C over a period of about 1 hour. Then, heptane (4 ml) was added and the suspension was cooled down to a temperature of about 5°C. The solid was filtered and analyzed by XRPD, Form 25 was obtained. The XRPD pattern is shown in Figure 16.

Example 20: Preparation of Pamiparib: benzoic acid complex Form 26 [00347] Pamiparib (100 mg) was dissolved in ethyl acetate (8 ml) while heating to a temperature of 70 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 60 °C and a solution of benzoic acid (43 mg) in a small amount of MeOH (0.3 ml) was added. The solution was cooled down to a temperature of about 5 °C over a period of about 1 hour. Then, heptane (5 ml) was added and a suspension was formed. The solid was filtered and analyzed by XRPD, Form 26 was obtained. The XRPD pattern is shown in Figure 17.

Example 21: Preparation of Pamiparib: adipic acid complex Form 27 [00348] Pamiparib (100 mg) was dissolved in MIBK (5 ml) while heating to a temperature of about 80 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of adipic acid (51.4 mg) in a small amount of EtOH (0.5 ml) was added, and a suspension formed. The suspension was cooled down to a temperature of about 5 °C over a period of about 1 hour. The solid was filtered and analyzed by XRPD,

Form 27 was obtained. The XRPD pattern is shown in Figure 19.

Example 22: Preparation of Pamiparib: lactic acid complex Form 28

[00349] Pamiparib (100 mg) was dissolved in MIBK (5 ml) while heating to a temperature of about 80 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a 80% solution of L (+) lactic acid (33 mΐ, aqueous solution) was added. A suspension formed. The suspension was cooled down to a temperature of about 5 °C over a period at about 1 hour. The solid was filtered and analyzed by XRPD, Form 28 was obtained. The XRPD pattern is shown in Figure 20.

Example 23: Preparation of Pamiparib: succinic acid complex Form 29 [00350] A sample of Pamiparib : succinic acid compound (Form 23, 200 mg) was slurried in water for 4 days at temperature of about 90 °C. Then the solid was filtered and analyzed by XRPD, Form 29 was obtained. The XRPD pattern is shown in Figure 21.

Example 24: Preparation of Pamiparib: benzoic acid complex Form 30 [00351] Pamiparib (100 mg) was dissolved in MIBK (5 ml) while heating to a temperature of 85 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and solution of benzoic acid (43 mg) in a small amount of EtOH (0.5 ml) was added. The solution was cooled down to a temperature of about 5 °C over a period at about 1 hour. Then, heptane (5 ml) was added and a suspension was formed. The solid was filtered, dried under nitrogen at a temperature of about 60 °C for 5 hours and analyzed by XRPD, Form 30 was obtained. The XRPD pattern is shown in Figure 18.

Example 25: Preparation of Pamiparib: adipic acid complex Form 31 [00352] Pamiparib (80 mg) and adipic acid (41 mg) were dissolved in ethanol (12 ml) while heating to a temperature of about 72 °C until complete dissolution. The obtained solution was cooled down to a temperature of about 5°C over a period of about 2 hours, and a solid formed. The obtained solid was filtered and analyzed by XRPD, Form 31 was obtained.

Example 26: Preparation of Pamiparib: adipic acid complex Form 31 [00353] Pamiparib : adipic acid complex (100 mg, Form 27) was dissolved in ethanol (2 ml) while heating to a temperature of about 70 °C until complete dissolution. The clear solution was cooled down to a temperature of about 5 °C over a period of about 1 hour. The obtained solid was filtered and analyzed by XRPD, Form 31 was obtained. The XRPD pattern is shown in Figure 22. Example 27: Preparation of Pamiparib: adipic acid complex Form 34

[00354] Pamiparib : adipic acid complex (200 mg, Form 27,) was slurried in water for 4 days at a temperature of about 90°C. Then the solid was filtered and analyzed by XRPD, Form 34 was obtained. The XRPD pattern is shown in Figure 23.

Example 28: Preparation of Pamiparib: hippuric acid complex Form 32 [00355] Pamiparib (80 mg) was dissolved in ethyl acetate (8 ml) while heating to a temperature of about 70 °C until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of hippuric acid (60 mg) in EtOH (1 ml) was added. A suspension was formed and then it was cooled down to a temperature of about 5 °C over a period of 1 hour. The obtained solid was filtered and analyzed by XRPD, Form 32 was obtained. The XRPD pattern is shown in Figure 24.

Example 29: Preparation of Pamiparib: sorbic acid complex Form 35

[00356] Pamiparib (150 mg) was suspended in methyl isobutyl ketone ("MIBK", 7,5ml). The suspension was heated to a temperature of about 70 °C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of sorbic acid (60 mg) in a small amount of acetone (0.5 ml) was added. The solution was cooled down to a temperature of about 5 °C over a period of about 1 hour and heptane (8 ml) was added. The obtained suspension was stirred at temperature of about 2-8 °C until precipitation occurred. The obtained solid was filtered and analyzed by XRPD, Form 35 was obtained. The XRPD pattern is shown in Figure 25.

Example 30: Preparation of Pamiparib: sorbic acid co-crystal Form 40

[00357] Pamiparib (500 mg) was suspended in methyl isobutyl ketone ("MIBK", 25 ml). The suspension was heated to a temperature of about 70 °C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of sorbic acid (200 mg) in a small amount of acetone (2 ml) was added. The solution was cooled down to a temperature of about 5 °C over a period of about 1 hour. The solution of Pamiparib with sorbic acid was added into the heptane (25 ml). The suspension was stirring at temperature of about 2-8 °C until precipitation occurred. The obtained solid was filtered and analyzed by XRPD. Form 40 was obtained. The XRPD pattern is shown in Figure 26. Example 31: Preparation of Pamiparib: urea complex Form 41

[00358] Pamiparib (80 mg) was suspended in ethyl acetate (7 ml). The suspension was heated to a temperature of about 50°C, until complete dissolution and a clear solution was formed. A suspension of urea (17.3 mg) in ethanol (0.3 ml) was added to the clear solution. The obtained solution was cooled down to a temperature of about 5°C over a period of about 1 hour and an opaque suspension formed. Heptane (7 ml) was added to the opaque suspension of Pamiparib and urea and the obtained suspension was stirred of a period of at least 1 hour at temperature of about 5°C. The obtained solid was filtered and analysed by XRPD. Form 41 was obtained. The XRPD pattern is shown in Figure 27

Example 32: Preparation of Pamiparib Form 21

[00359] Pamiparib (2 grams) was suspended in isopropyl alcohol (100 ml). One ml of dimethyl sulfoxide was added. Suspension was heated up to 70°C on rotary evaporator to get clear solution. Solvents were evaporated on rotary evaporator to obtain yellow crystals. The obtained solid was analysed by XRPD and identified as form 21.

Example 33: Preparation of Form 40 of Pamiparib sorbic acid co-crystal [00360] Pamiparib (2 grams) was suspended in MIBK (95 ml), suspension was heated up to 70°C until completely dissolved. Clear solution was cooled down to 50°C and suspension of sorbic acid (780 mg) in acetone (6 ml) was added. Solution was cooled down to 5°C during 1 hour. Clear solution was added dropwise to 300 ml of heptane during 15 min. Crystals came out immediately. Suspension was 90 min stirring at temperature around 5°C, filtered and dried under vacuum for 30 minutes at room temperature. The obtained solid was analysed by XRPD and identified as Form 40.

Example 34: Preparation of Pamiparib: sorbic acid co-crystal Form 40

[00361] Pamiparib (500 mg) was suspended in methyl isobutyl ketone ("MIBK", 25 ml). The suspension was heated to a temperature of about 70 °C, until complete dissolution. The obtained clear solution was cooled down to a temperature of about 50 °C and a solution of sorbic acid (200 mg) in a small amount of acetone (2 ml) was added. The solution was cooled down to a temperature of about 5 °C over a period of about 1 hour. The solution of Pamiparib with sorbic acid was added into the heptane (25 ml). The suspension was stirring at temperature of about 2-8 °C until precipitation occurred. The obtained solid was filtered, dried under vacuum at room temperature for about 20 minutes and analyzed by XRPD. Form 40 was obtained.

[00362] Further aspects and embodiments of the present disclosure are set out in the numbered clauses below:

1. Crystalline Pamiparib : succinic acid.

2. Crystalline Pamiparib : succinic acid which is a co-crystal.

3. Crystalline Pamiparib succinate.

4. A crystalline product according to Clause 1 or Clause 3, designated Form 23, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 6.2, 10.1, 16.9, 17.4 and 21.6 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 14; and c. combinations of these data.

5. A crystalline product according to any of Clauses 1, 3 or 4, designated Form 23, characterized by the XRPD pattern having peaks at 6.2, 10.1, 16.9, 17.4 and 21.6 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 18.3, 23.1, 24.5, 25.2 and 26.9 degrees two theta ± 0.2 degrees two theta.

6. A crystalline product according to any of Clauses 1 or Clause 3, designated Form 23, characterized by the following unit cell data: cell_length_a 7.235 A cell_length_b 9.495 A cell_length_c 14.866 A cell angle alpha 106.59° cell_angle_beta 90.73° cell_angle_gamma 105.81° cell_volume 937.2 A3 symmetry _cell_setting triclinic symmetry space group name PI as determined at temperature of about 200°K. A crystalline product according to any of Clauses 1, 3, 4, 5 or 6, designated Form 23, wherein the crystalline form is an anhydrous form. A crystalline product according to any of Clauses 1, 3, 4, 5, or 7, designated Form 23, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : succinic acid or crystalline Pamiparib succinate. A crystalline product according to any of Clauses 1, 3, 4, 5, 6 or 7, designated Form 23, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : succinic acid or crystalline Pamiparib succinate. A process for the preparation of a crystalline product according to any of Clauses 1, 3, 4, 5, 6, 7, 8 or 9, designated Form 23 comprising:

(i) dissolving Pamiparib in a solvent selected from methyl iso-butyl ketone, methyl butyl kethone and ethyl acetate;

(ii) adding a solution of succinic acid in acetone or methanol to obtain a suspension;

(iii) cooling the obtained suspension; and

(iv) isolating the solid A process according to Clause 10, further comprising combining the crystalline product with at least one pharmaceutically acceptable excipient to provide a pharmaceutical composition, preferably wherein the pharmaceutical composition is a tablet. A crystalline product obtainable by a process according to Clause 10. A crystalline product according to Clause 1, Clause 2 or Clause 3, designated Form 29, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 6.7, 9.4, 13.4, 14.0 and 15.7degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 21; and c. combinations of these data. A crystalline product according to any of Clauses 1, 2, 3 or 13, designated Form 29, characterized by the XRPD pattern having peaks at 6.7, 9.4, 13.4, 14.0 and 15.7 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 11.1, 14.6, 17.4, 23.4 and 24.2 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 1, 2, 3, 13 or 14, designated Form 29, wherein the crystalline form is a hydrate form. A crystalline product according to any of Clauses 1, 2, 3, 13, 14 or 15, designated Form 29, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : succinic acid or crystalline Pamiparib succinate. A crystalline product according to any of Clauses 1, 2, 3, 13, 14 or 15, designated Form 29, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : succinic acid or crystalline Pamiparib succinate. A process for the preparation of a crystalline product according to any of Clauses 1, 2, 3, 13, 14, 15, 16 or 17, designated Form 29 comprising slurrying the crystalline product designated Form 23 in water, at a temperature of about 90°C. A process according to claim 18, wherein the slurrying is performed for a period of about 4 days. A process according to Clause 18 or 19, further comprising combining the crystalline product with at least one pharmaceutically acceptable excipient to provide a pharmaceutical composition, preferably wherein the pharmaceutical composition is a tablet. A crystalline product obtainable by a process according to Clause 18 or 19. Crystalline Pamiparib : benzoic acid. Crystalline Pamiparib : benzoic acid which is a co-crystal. Crystalline Pamiparib benzoate.

A crystalline product according to Clause 22 or Clause 23 or Clause 24 or mixture thereof designated Form 26, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 4.3, 7.6, 12.7, 13.9 and 15.5 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 17; and c. combinations of these data. A crystalline product according to any of Clauses 22, 23, 24 or 25, designated Form 26, characterized by the XRPD pattern having peaks at 4.3, 7.6, 12.7, 13.9 and 15.5 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 8.6, 17.4, 19.6, 24.9 and 25.9 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 22, 23, 24, 25 or 26, designated Form 26, wherein the crystalline form is an ethyl acetate solvate. A crystalline product according to any of Clauses 22, 23, 24, 25, 26 or 27, designated Form 26, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : benzoic acid or crystalline Pamiparib benzoate. A crystalline product according to any of Clauses 22, 23, 24, 25, 26, 27, or 28, designated Form 26, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : benzoic acid or crystalline Pamiparib benzoate. A crystalline product according to Clause 22 or Clause 23 or Clause 24, designated Form 30, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 6.8, 8.9, 10.3, 11.3 and 13.7 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 18; and c. combinations of these data. A crystalline product according to any of Clauses 22, 23, 24 or 30, designated Form 30, characterized by the XRPD pattern having peaks at 6.8, 8.9, 10.3, 11.3 and 13.7 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 14.4, 18.0, 18.6, 20.6 and 23.9 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 22, 23, 24, 30 or 31, designated Form 30, wherein the crystalline form is an anhydrous form.

A crystalline product according to any of Clauses 22, 23, 24, 30, 31 or 32, designated Form 30, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : benzoic acid or crystalline Pamiparib benzoate. A crystalline product according to any of Clauses 22, 23, 24, 30, 31 or 32, designated Form 30, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : benzoic acid or crystalline Pamiparib benzoate. Crystalline Pamiparib : adipic acid. Crystalline Pamiparib : adipic acid which is a co-crystal. Crystalline Pamiparib adipate. A crystalline product according to Clause 35 or Clause 37, designated Form 27, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 5.7, 15.7, 19.1, 20.5 and 21.9 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 19; and c. combinations of these data. A crystalline product according to any of Clauses 35, 37 or 38, designated Form 27, characterized by the XRPD pattern having peaks at 5.7, 15.7, 19.1, 20.5 and 21.9 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 10.9, 13.0, 13.4, 23.7 and 24.2 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 35, 37, 38, or 39, designated Form 27, wherein the crystalline form is an anhydrous form. A crystalline product according to any of Clauses 35, 37, 38, 39 or 40, designated Form 27, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : adipic acid or crystalline Pamiparib adipate. A crystalline product according to any of Clauses 35, 37, 38, 39, 40, or 41, designated Form 27, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : adipic acid or crystalline Pamiparib adipate. A crystalline product according to Clause 35 or Clause 36 or Clause 37, designated Form 31, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 5.5, 13.3, 16.5, 17.0 and 18.8 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 22; and c. combinations of these data. A crystalline product according to any of Clauses 35, 36, 37 or 43, designated Form 31, characterized by the XRPD pattern having peaks at 5.5, 13.3, 16.5, 17.0 and 18.8 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 11.0, 14.9, 21.5, 24.2 and 26.5 degrees two theta ± 0.2 degrees two theta. A crystalline product according to any of Clauses 35, 36, 37, 43 or 44, designated Form 31, wherein the crystalline form is an ethanol solvate. A crystalline product according to any of Clauses 35, 36, 37, 43, 44 or 45, designated Form 31, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : adipic acid or crystalline Pamiparib adipate. A crystalline product according to any of Clauses 35, 36, 37, 43, 44, 45, or 46, designated Form 31, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : adipic acid or crystalline Pamiparib adipate. A crystalline product according to Clause 35 or Clause 36 or Clause 37, designated Form 34, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 7.0, 8.4, 10.0, 15.0 and 16.2 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 23; and c. combinations of these data. A crystalline product according to any of Clauses 35, 36, 37 or 48, designated Form 34, characterized by the XRPD pattern having peaks at 7.0, 8.4, 10.0, 15.0 and 16.2 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 12.2, 12.8, 15.9, 17.1 and 19.4 degrees two theta ± 0.2 degrees two theta. A crystalline product according to any of Clauses 35, 36, 37, 48 or 49, designated Form 34, wherein the crystalline form is a hydrate form. A crystalline product according to any of Clauses 35, 36, 37, 48, 49 or 50, designated Form 34, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : adipic acid or crystalline Pamiparib adipate. A crystalline product according to any of Clauses 35, 36, 37, 48, 49, 50, or 51, designated Form 34, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : adipic acid or crystalline Pamiparib adipate. Crystalline Pamiparib : lactic acid. Crystalline Pamiparib : lactic acid solvate. Crystalline Pamiparib lactate. A crystalline product according to Clause 53 or Clause 54 or Clause 55, designated Form 28, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 6.6, 13.3, 16.6, 22.6 and 25.1 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 20; and c. combinations of these data. A crystalline product according to any of Clauses 53, 54, 55 or 56, designated Form 28, characterized by the XRPD pattern having peaks at 6.6, 13.3, 16.6, 22.6 and 25.1 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 16.1, 21.4, 23.4, 25.5 and 27.0 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 53, 54, 55, 56 or 57, designated Form 28, wherein the crystalline form is an anhydrous form. A crystalline product according to any of Clauses 53, 54, 55, 56, 57 or 58, designated Form 28, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib or crystalline Pamiparib lactate. A crystalline product according to any of Clauses 53, 54, 55, 56, 57, 58, or 59, designated Form 28, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib or crystalline Pamiparib lactate. Crystalline Pamiparib : hippuric acid. Crystalline Pamiparib : hippuric acid which is a co-crystal. Crystalline Pamiparib hippurate. A crystalline product according to Clause 61 or Clause 62 or Clause 63, designated Form 32, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 5.0, 13.2, 18.0, 18.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 24; and c. combinations of these data. A crystalline product according to any of Clauses 61, 62, 63 or 64, designated Form 32, characterized by the XRPD pattern having peaks at 5.0, 13.2, 18.0, 18.6 and 21.4 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 9.7, 14.8, 17.4, 21.8 and 23.5 degrees two theta ± 0.2 degrees two theta A crystalline product according to any of Clauses 61, 62, 63, 64 or 65, designated Form 32, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : hippuric acid or crystalline Pamiparib hippurate. A crystalline product according to any of Clauses 61, 62, 63, 64, 65, or 66, designated Form 32, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : hippuric acid or crystalline Pamiparib hipurate. Crystalline Pamiparib : sorbic acid. Crystalline Pamiparib : sorbic acid which is a co-crystal. Crystalline Pamiparib sorbate. A crystalline product according to Clause 68 or Clause 69 or Clause 70, designated Form 35, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 3.8, 7.7, 8.9, 12.7 and 21.2 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 25; and c. combinations of these data. A crystalline product according to any of Clauses 68, 69, 70 or 71, designated Form 35, characterized by the XRPD pattern having peaks at 3.8, 7.7, 8.9, 12.7 and 21.2 degrees 2- theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 11.1, 15.3, 16.1, 16.5 and 20.6 degrees two theta ± 0.2 degrees two theta. A crystalline product according to any of Clauses 68, 69, 70, 71 or 72, designated Form 35, wherein the crystalline form is an anhydrous form. A crystalline product according to any of Clauses 68, 69, 70, 71, 72 or 73, designated Form 35, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : sorbic acid or crystalline Pamiparib sorbate. A crystalline product according to any of Clauses 68, 69, 70, 71, 72, 73 or 74, designated Form 35, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : sorbic acid or crystalline Pamiparib sorbate. A crystalline form according to clause 68 or clause 69, wherein the ratio between Pamiparib and the sorbic acid is between 1:1.5 and 1.5:1 or between 1:1.25 and 1.25:1, or about 1:1. A crystalline product according to Clause 68, 69 or 76, designated Form 40, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 26; c. a solid state ¹³C NMR spectrum with characteristic peaks at 170.1, 149.3, 130.7, 120.5 and 110.2 ppm ± 0.2 ppm d. a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 106.3 ppm ± 1 ppm: 63.8, 43.0, 24.4, 14.2 and 3.8 ppm ± 0.1 ppm e. a solid state ¹³C NMR spectrum substantially as depicted in Figure 36, 37, or 38; and f. combinations of these data. A crystalline product according to any of Clauses 68, 69, 76 or 77, designated Form 40, characterized by the XRPD pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 13.8, 17.3, 17.7, 20.1 and 23.4 degrees two theta ± 0.2 degrees two theta; or an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 13.4, 13.8, 17.3, 17.7, 18.7, 20.1, 23.4 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta, or an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 11.1, 13.4, 13.8, 16.4, 17.3, 17.7, 18.7,19.8, 20.1, 22.0, 22.3, 22.8, 23.4, 25.1, 26.2, 26.8, 26.9, 27.1, 29.9, 30.6, and 36.6 degrees 2- theta ± 0.2 degrees 2-theta. A crystalline product according to any of Clauses 68, 69, 76, 77, or 78, designated Form 40, characterized by the following unit cell data: cell_length_a 5.8743 A cell length b 17.1654 A cell length c 20.4818 A cell angle alpha 90' cell angle beta 90' cell angle gamma 90' cell volume 2065.28 A3 symmetry cell setting orthorhombic

Symmetry space group name P2i2i2i as determined at temperature of about 200°K. A crystalline product according to any of Clauses 68, 69, 76, 77, 78 or 79 designated Form 40, wherein the crystalline form is an anhydrous form. A crystalline product according to any of Clauses 68, 69, 76, 77, 78, 79 or 80, designated Form 40, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : sorbic acid or crystalline Pamiparib sorbate. A crystalline product according to any of Clauses 68, 69, 76, 77, 78, 79, or 80, designated Form 40, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : sorbic acid or crystalline Pamiparib sorbate. Crystalline Pamiparib : urea. Crystalline Pamiparib : urea which is a co-crystal. A crystalline product according to Clause 83 or Clause 84, designated Form 41, which is characterized by data selected from one or more of the following: a. an XRPD pattern having peaks at 5.8, 12.0, 17.4, 20.4 and 24.1 degrees 2-theta ± 0.2 degrees 2-theta; b. an XRPD pattern as depicted in Figure 27; and c. combinations of these data. A crystalline product according to any of Clauses 83 ,84, or 85 designated Form 41, characterized by the XRPD pattern having peaks at 5.8, 12.0, 17.4, 20.4 and 24.1 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 13.3, 14.5, 21.1, 23.2 degrees two theta ± 0.2 degrees two theta. A crystalline product according to any of Clauses 83, 84, 85 or 86 designated Form 41, wherein the crystalline form is an ethanol solvate. A crystalline product according to any of Clauses 83, 84, 85, 86 or 87, designated Form 41, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : urea. A crystalline product according to any of Clauses 83, 84, 85, 86 or 87, designated Form 41, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : urea. Crystalline Pamiparib DMSO solvate. Crystalline Pamiparib according to claim 8 which is a mono DMSO solvate. A crystalline form of Pamiparib according to any one of claims 90 or 91, which is characterized by data selected from one or more of the following:

(a) a solid state ¹³C NMR spectrum with characteristic peaks at 166.4, 158.4, 148.4, 135.5 and 122.8 ppm ± 0.2 ppm;

(b) a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 100.5 ppm ± 1 ppm: 65.9, 57.9, 47.9, 35.0 and 22.3 ppm ± 0.1 ppm;

(c) a solid state ¹³C NMR spectrum substantially as depicted in Figure 29, 30 or 31; and

(d) the following unit cell data: cell length a 7.2439 A cell length b 9.6824 A cell length c 13.8919 A cell angle alpha 108.360° cell angle beta 97.299' cell angle gamma 90.753° cell volume 915.80 A3 symmetry _cell_setting Triclinic symmetry space group name P-1 as determined at temperature of about 200°K; (e) an XRPD pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta;

(g) an X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.6, 14.9, 16.2, 19.2 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta;

(h) an x-ray powder diffraction pattern having peaks at 6.8, 9.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta;

(i) an X-ray powder diffraction pattern having peaks at 6.8., 9.6, 9.8, 13.4, 13.6, 13.9,

14.9, 15.3, 15.9, 16.2, 17.0, 19.2, 19.6, 22.4, 23.1, 23.3, 24.5, 24.7, 25.3, 25.9, 27.0,

27.9, 29.5, 29.7, 31.9 degrees 2-theta ± 0.2 degrees 2-theta; and

(j) an X-ray powder diffraction pattern substantially as depicted in Figure 28; or combinations of these data. A crystalline form of Pamiparib according to any one of claims 90, 91 or 92, which is characterized by the following unit cell data: cell length a 7.2439 A cell length b 9.6824 A cell length c 13.8919 A cell angle alpha 108.360° cell angle beta 97.299° cell angle gamma 90.753° cell volume 915.80 A3 symmetry _cell_setting Triclinic symmetry space group name P-1 as determined at temperature of about 200°K. A crystalline form of Pamiparib according to Claim 93, which is further characterized by a solid state ¹³C NMR spectrum with characteristic peaks at 166.4, 158.4, 148.4, 135.5 and 122.8 ppm ± 0.2 ppm; and/or a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 100.5 ppm ± 1 ppm: 65.9,

57.9, 47.9, 35.0 and 22.3 ppm ± 0.1 ppm. A crystalline form of Pamiparib according to Claim 93, which is further characterized by: an XRPD pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta; or an X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.6, 14.9, 16.2, 19.2 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta; or an x-ray powder diffraction pattern having peaks at 6.8, 9.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta; or an X-ray powder diffraction pattern having peaks at 6.8., 9.6, 9.8, 13.4, 13.6, 13.9,

27.9, 29.5, 29.7, 31.9 degrees 2-theta ± 0.2 degrees 2-theta. A crystalline form of Pamiparib according to any of claims 90-95, which contains from about 18% to about 24 % of DMSO, particularly about 21% DMSO by weight. A crystalline form of Pamiparib according to any one of claims 90-96, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib. A crystalline form of Pamiparib according to any one of claims 90-97, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib. A pharmaceutical composition comprising a crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98; and at least one pharmaceutically acceptable excipient. Use of a crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-75; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89, or a crystalline product according to any of Clauses 90-98; for the preparation of a pharmaceutical composition and/or formulation, preferably wherein the pharmaceutical formulation is a tablet. A process for preparing the pharmaceutical composition according to Clause 99, comprising combining a crystalline product according to any Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98; with at least one pharmaceutically acceptable excipient. A crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98; or a pharmaceutical composition according to Clause 99, for use as a medicament. A crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98; or a pharmaceutical composition according to Clause 99, for use in the treatment of cancer, optionally for the treatment of prostate cancer, breast cancer, solid malignant tumors, gastric cancer, peritoneal Cancer or ovarian cancer. A method of treating cancer, optionally for the treatment of prostate cancer, breast cancer, solid malignant tumors, gastric cancer, peritoneal Cancer or ovarian cancer, comprising administering a therapeutically effective amount of a crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98; or a pharmaceutical composition according to Clause 99, to a subject in need of the treatment. Use of a crystalline product according to any of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82; or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98, in the preparation of another solid state form of Pamiparib, Pamiparib co-crystals or Pamiparib salts and their solid state forms thereof. A process for preparing a solid state form of another solid state form of Pamiparib, Pamiparib co-crystals or Pamiparib salts and their solid state forms thereof comprising preparing any one or a combination of a crystalline product according to any one of Clauses 1-9 or 12; or a crystalline product according to Clauses 13-17 or 21; or a crystalline product according to Clauses 22-34; or a crystalline product according to Clauses 35-52; or a crystalline product according to Clauses 53-60; or a crystalline product according to Clauses 61-67; or a crystalline product according to Clauses 68-82, or a crystalline product according to Clauses 83-89; or a crystalline product according to any of Clauses 90-98, and converting it to another a solid state form thereof.

Claims

1. Crystalline Pamiparib : sorbic acid.

2. Crystalline Pamiparib : sorbic acid which is a co-crystal.

3. A crystalline form according to any one of claims 1 or 2, wherein the ratio between

Pamiparib and the sorbic acid is between 1:1.5 and 1.5:1 or between 1:1.25 and 1.25:1, or about 1:1.

4. A crystalline product according to any one of claims 1, 2 or 3 designated Form 40, which is characterized by data selected from one or more of the following:

(a) an XRPD pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta;

(b) an XRPD pattern as depicted in Figure 26;

(c) an XRPD pattern having peaks at 6.7, 8.5, 13.4, 18.7 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta, and also having one, two, three or four additional peaks selected from 13.8, 17.3, 17.7, 20.1 and 23.4 degrees two theta ± 0.2 degrees two theta;

(d) an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 13.4, 13.8, 17.3, 17.7, 18.7, 20.1 and 23.4 and 26.2 degrees 2-theta ± 0.2 degrees 2-theta;

(e) an X-ray powder diffraction pattern having peaks at 6.7, 8.5, 11.1, 13.4, 13.8, 16.4, 17.3, 17.7, 18.7,19.8, 20.1, 22.0, 22.3, 22.8, 23.4, 25.1, 26.2, 26.8, 26.9, 27.1, 29.9, 30.6, and 36.6 degrees 2-theta ± 0.2 degrees 2-theta;

(f) a solid state ¹³C NMR spectrum with characteristic peaks at 170.1, 149.3, 130.7, 120.5 and 110.2 ppm ± 0.2 ppm;

(g) a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 106.3 ppm ± 1 ppm: 63.8, 43.0, 24.4, 14.2 and 3.8 ppm ± 0.1 ppm;

(h) a solid state ¹³C NMR spectrum substantially as depicted in Figure 36, 37, or 38;

(i) the following unit cell data: cell_length_a 5.87 A cell_length_b 17.17 A cell length c 20.48 A cell angle alpha 90° cell_angle_beta 90° cell angle gamma 90° symmetry cell setting orthorhombic

Symmetry space group name P2i2i2i as determined at temperature of about 200°K; and (j) combinations of these data.

5. A crystalline product according to any one of claims 1-4 designated Form 40, wherein the crystalline form is an anhydrous form.

6. A crystalline product according to any one of claims 1-5, designated Form 40, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib : sorbic acid or crystalline Pamiparib sorbate.

7. A crystalline product according to any one of claims 1-6, designated Form 40, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib : sorbic acid or crystalline Pamiparib sorbate.

8. Crystalline Pamiparib DMSO solvate.

9. Crystalline Pamiparib according to claim 8 which is a mono DMSO solvate.

10. A crystalline form of Pamiparib according to any one of claims 8 or 9, which is characterized by data selected from one or more of the following:

(c) a solid state ¹³C NMR spectrum substantially as depicted in Figure 29, 30 or 31; and (d) the following unit cell data: cell_length_a 7.24 A cell length b 9.68 A cell l ength_c 13.89 A cell angle alpha 108° cell_angle_beta 97° cell angle gamma 90° symmetry cell setting Triclinic symmetry space group name P-1 as determined at temperature of about 200°K;

(e) an XRPD pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta;

(f) an X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.6, 14.9, 16.2, 19.2 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta;

(g) an x-ray powder diffraction pattern having peaks at 6.8, 9.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta;

(h) an X-ray powder diffraction pattern having peaks at 6.8., 9.6, 9.8, 13.4, 13.6, 13.9,

27.9, 29.5, 29.7, 31.9 degrees 2-theta ± 0.2 degrees 2-theta; and

(i) an X-ray powder diffraction pattern substantially as depicted in Figure 28; or combinations of these data.

11. A crystalline form of Pamiparib according to any one of claims 8, 9, which is characterized by the following unit cell data: cell_length_a 7.24 A cell length b 9.68 A cell_length_c 13.89 A cell angle alpha 108° cell_angle_beta 97° cell angle gamma 90' symmetry cell setting Triclinic symmetry space group name P-1 as determined at temperature of about 200°K.

12. A crystalline form of Pamiparib according to Claim 11, which is further characterized by a solid state ¹³C NMR spectrum with characteristic peaks at 166.4, 158.4, 148.4, 135.5 and 122.8 ppm ± 0.2 ppm; and/or a solid state ¹³C NMR spectrum having the following chemical shift absolute differences from reference peak at 100.5 ppm ± 1 ppm: 65.9,

57.9, 47.9, 35.0 and 22.3 ppm ± 0.1 ppm.

13. A crystalline form of Pamiparib according to Claim 11, which is further characterized by: an XRPD pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta; or an X-ray powder diffraction pattern having peaks at 6.8, 13.9, 15.3, 15.9 and 17.0 degrees 2-theta ± 0.2 degrees 2-theta, and also having any one, two, three, four or five additional peaks selected from 9.6, 14.9, 16.2, 19.2 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta; or an x-ray powder diffraction pattern having peaks at 6.8, 9.6, 13.9, 14.9, 15.3, 15.9, 16.2, 17.0 and 19.6 degrees 2-theta ± 0.2 degrees 2-theta; or an X-ray powder diffraction pattern having peaks at 6.8., 9.6, 9.8, 13.4, 13.6, 13.9,

27.9, 29.5, 29.7, 31.9 degrees 2-theta ± 0.2 degrees 2-theta.

14. A crystalline form of Pamiparib according to any of claims 8-13, which contains from about 18% to about 24 % of DMSO, particularly about 21% DMSO by weight.

15. A crystalline form of Pamiparib according to any one of claims 8-14, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of any other crystalline forms of Pamiparib.

16. A crystalline form of Pamiparib according to any one of claims 8-15, which contains no more than about 20%, no more than about 10%, no more than about 5%, no more than about 2%, no more than about 1% or about 0% of amorphous Pamiparib.

17. A pharmaceutical composition comprising a crystalline product according to any of claims 1-7; or a crystalline form according to claims 8-16; and at least one pharmaceutically acceptable excipient.

18. A pharmaceutical composition according to claim 17 further comprising another active substance, preferably a DNA-alkylating agents such as platinum compounds, temozolomide or immuno-oncology agents such as Tislelizumab.

19. Use of a crystalline product according to any of claims 1-7; or a crystalline form according to claims 8-16; for the preparation of a pharmaceutical composition and/or formulation, preferably wherein the pharmaceutical formulation is a tablet or a capsule.

20. A process for preparing the pharmaceutical composition according to claim 17 or claim 18, comprising combining a crystalline product according to any claims 1-7; or a crystalline form according to claims 8-16; with at least one pharmaceutically acceptable excipient.

21. A crystalline product according to any of claims 1-7; or a crystalline form according to claims 8-16; or a pharmaceutical composition according to any one of claims 17 or 18, for use as a medicament.

22. A crystalline product according to any of claims 1-7; or a crystalline form according to claims 8-16; or a pharmaceutical composition according to any one of claims 17 or 18, for use in the treatment of cancer, optionally for the treatment of prostate cancer, breast cancer, solid malignant tumors, gastric cancer, peritoneal cancer or ovarian cancer.

23. A method of treating cancer, optionally for the treatment of prostate cancer, breast cancer, solid malignant tumors, gastric cancer, peritoneal cancer or ovarian cancer, comprising administering a therapeutically effective amount of a crystalline product according to any of claims 1-7; or a crystalline form according to any one of claims 8-16; or a pharmaceutical composition according to any one of claims 17 or 18, to a subject in need of the treatment.

24. Use of a crystalline product according to any of claims 1-7; or a crystalline form according to claims 8-16; in the preparation of another solid state form of Pamiparib, Pamiparib co-crystals or Pamiparib salts and solid state forms thereof.

25. A process for preparing another solid state form of Pamiparib, Pamiparib co-crystals or Pamiparib salts and their solid state forms comprising preparing any one or a combination of a crystalline product according to any one of claims 1-7; or a crystalline form according to any one of claims 8-16; and converting it to said other solid state form thereof.